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Straight Up Chicago Investor

Straight Up Chicago Investor

456 episodes — Page 7 of 10

Ep 156Episode 156: A Decade of Grinding and Succeeding on Chicago's Northside with Joe Smazal

It first took Joe Smazal of Interra Realty six years to sell $100M of multifamily real estate. Six months into 2022, Joe has already sold $100M of assets THIS YEAR ALONE! Joe explains how he left his stable day job to become a Chicago commercial broker, and the growing pains and hustle required to get started. He then speaks to the importance of developing relationships for increased deal flow and identifying areas of focus to become a trusted expert in your market. In classic SUCI fashion, Joe dives in at a street-level to define the boundaries of some north side neighborhoods! This episode is full of golden nuggets if you're interested in getting into Chicago Multifamily Real Estate! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Joe Smazal, Interra Realty Link: Podcast 1 Recommendation Link: Podcast 2 Recommendation Link: Sam Gutierrez (Network Recommendation) Link: Max Grossman (Network Recommendation) Sponsors: Prime Lending and Appeal.tax ----------------- Guest Questions 02:55 House Provider Tip: Be mindful of the leasing season and make your leases end during the peak leasing cycle! 05:13 Intro to our guest, Joe Smazal! 06:08 How did Joe get started in real estate? 15:05 How much time and effort did it take before Joe got his first big deal? 26:07 How did Joe identify his areas of focus? 30:52 How have things changed as Joe's business has grown? 33:00 How are investors analyzing properties and justifying investments in the Lakeview neighborhood? 37:17 What are the boundaries of Lakeview? 39:08 What are the boundaries of North Center? Wrap Up Questions 40:45 What is Joe's competitive advantage? 41:15 One piece of advice for new investors. 42:10 What do you do for fun? 43:40 Good book, podcast, or self development activity that you would recommend? 44:40 Local Network Recommendation? 45:32 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jul 28, 202248 min

Ep 155Episode 155: Straight Up Tues Tip 33

What are some of the useful technologies/apps that can help you scale your REI business? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Bolanle Ogunmakin, Quality Builders Link: Episode 76: Big Business Processes Make a Powerful Small Business with Jonathan Klemm ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jul 26, 202213 min

Ep 154Episode 154: Scaling From a Duplex to a $100 Million Portfolio in Chicago's North and Northwest Side with Jeff Weinberg

Jeff Weinberg of Drexel Properties joins us to discuss the importance of systems and relationships when scaling a large Chicago Real Estate portfolio. Jeff kicks things off by talking about his start in real estate and leaving his W2 job to pursue his passion full time. He jumps into the mindset and strategies that will help in scaling a portfolio. Jeff drops street level knowledge on the North and Northwest side and explains why he is bullish on Chicago. Throughout the show, Jeff emphasizes the importance of cultivating long term relationships with brokers, contractors, and other vendors, and attributes much of his success to implementing this principle! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Jeff Weinberg from Drexel Properties Link: The Splendid and the Vile (Book Recommendation) Link: Jeff Weinberg's LinkedIn Sponsors: The Axon Group (EXP Realty) and Appeal.tax ----------------- Guest Questions 03:55 House Provider Tip: Remember to have a baseline for utilities to identify irregular bills! 06:04 Intro to our guest, Jeff Weinberg! 07:22 How did Jeff get started in real estate? 09:52 At what point did Jeff decide to leave his W2 job? 11:47 Jeff talks about how he scaled his portfolio. 15:32 In hindsight, what would Jeff change about his investing career? 17:46 What attracted Jeff to investing in the Northwest side of Chicago? 26:11 Why does Jeff choose to buy-and-hold and why is he continuing to scale an already large portfolio? 29:04 Why is Jeff still bullish on Chicago? 30:50 How is Jeff's portfolio setup? 38:12 How do you develop relationships with brokers and vendors? Wrap Up Questions 42:14 What is Jeff's competitive advantage? 42:42 One piece of advice for new investors. 44:37 What do you do for fun? 46:27 Good book, podcast, or self development activity that you would recommend? 49:05 Local Network Recommendation? 50:55 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jul 21, 202255 min

Ep 153Episode 153: Building Wealth via Long-Term Real Estate Investments in Chicago with Bill Himmelstein

Bill Himmelstein of Tenant Advisory Group drops in to share great insight on long-term investing and reminds us that real estate is not a "get rich quick" but rather a "get wealthy slowly" investment. Bill starts by talking about his start in real estate and his experience with multi-family investing. He gets granular by speaking to the effect of rising interest rates on the market and also explains investing with partners. Bill emphasizes the importance of living below your means and adapting the long-term investor mindset to build generational wealth. This episode is full of golden nuggets around having a long-term outlook to keep growing your real estate portfolio! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Bill Himmelstein, Tenant Advisory Group Link: Willam Himmelstein - Tenant Advisory Group Link: The Secret of Shelter Island (Book Recommendation) Sponsors: The Axon Group (EXP Realty) and Appeal.tax ----------------- Guest Questions 02:44 House Provider Tip: Be mindful of timelines when planning turnovers with Section 8 tenants! 05:13 Intro to our guest, Bill Himmelstein! 08:03 How did Bill get started in real estate? 11:23 How do you balance having capital on hand with investing that money into long-term investments? 17:50 How did Bill begin buying multi-family real estate with partners? 22:31 Bill talks about a previous deal. 29:31 How are rising interest rates affecting cap-rates? 34:50 How does Bill handle his limited partnerships? 43:02 How does someone with little capital get started? Wrap Up Questions 46:31 What is Bill's competitive advantage? 47:50 One piece of advice for new investors. 48:25 What do you do for fun? 49:22 Good book, podcast, or self development activity that you would recommend? 50:28 Local Network Recommendation? 51:33 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jul 14, 202254 min

Ep 152Episode 152: Straight Up Tues Tip 32

What is the NBOA Summer Soiree and how can investors benefit from this event? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Mike Glasser of NBOA Link:https://www.straightupchicagoinvestor.com/podcast/episode-37-the-nboa---your-ally-and-voice-as-a-chicagoland-housing-provider ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jul 12, 202211 min

Ep 151Episode 151: Dissecting Property Taxes on your Chicagoland Properties with Cook County Assessor Fritz Kaegi

Ever wonder how your Cook County properties are assessed and how taxes are calculated? Cook County Assessor Fritz Kaegi presents valuable info on property taxes and the overall mission of his office! Fritz starts by sharing his background and how it allowed him to seamlessly step in and improve processes as the Assessor. He talks about his office's responsibilities and some of the common misconceptions the public may have. Fritz elaborates on the massive amount of data involved with assessing 1.9 million properties and gives tips on making your case if you believe your property's assessed value is inaccurate. Tremendous value packed in this episode that can potentially lead to decreased property taxes and increased NOI! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Fritz Kaegi, Cook County Assessor's Office Link: Capital Allocators (Podcast Recommendation) Link: Hacks on Tap (Podcast Recommendation) Link: Power Broker (Book Recommendation) Link: Samir Mayekar (Network Recommendation) Link: Michael Fassnacht (Network Recommendation) Sponsors: GC Reality and The Axon Group (EXP Realty) ----------------- Guest Questions 02:29 House Provider Tip: Do not overpay for a property simply to complete a 1031 Exchange - weigh out all options! 05:43 Intro to our guest, Fritz Kaegi! 06:24 What attracted Fritz to the position of Cook County Assessor? 08:34 How are property taxes calculated? 18:20 What is the process for establishing assessed values? 25:29 How is the massive amount of data managed by the Assessor's office? 29:01 How many PINs are there in Cook County? 29:44 Why is a majority of the property tax burden put on the housing providers (i.e. owners of apartment buildings)? 33:32 How are property taxes impacting affordable housing? 35:45 What are some common misconceptions about the Cook County Assessor? Wrap Up Questions 41:20 What is Fritz's competitive advantage when compared to his predecessors? 43:04 One piece of advice for new investors. 45:29 What do you do for fun? 45:51 Good book, podcast, or self-development activity that you would recommend? 47:46 Local Network Recommendation? 49:04 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jul 7, 202252 min

Ep 150Episode 150: Mastering Multi-Family to Propel Your Chicagoland Investments with Rod Khlief

As many may already know, Rod Khleif is a multifamily real estate investor, business consultant, and high-performance coach. In today's show, Rod focuses heavily on being prepared to take action as opportunities arise during a changing market like the one we are in today! Rod starts off by speaking about the huge loss he experienced during the last housing crash and how he was able to bounce back stronger. He elaborates on the anticipated recession and on what investors should be doing to capitalize on upcoming opportunities. Rod emphasizes the importance of real estate being a team sport and gives his take on single-family vs multi-family investing. This episode is loaded with empowering words on taking action and embracing a mindset to succeed in real estate and life in general! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Rod Khleif of Rod Khleif Multifamily Mastery Link: The 5 Love Languages (Book Recommendation) Link: Turning Pro (Book Recommendation) Link: The One Thing (Book Recommendation) Link: The Lifetime Cashflow Podcast Sponsors: Kiser Group and Appeal.tax ----------------- Guest Questions 02:47 House Provider Tip: Focus on retaining existing tenants to prevent costly turnovers! 05:23 Intro to our guest, Rod Khleif! 06:07 The rise and fall of Rod Khleif! 09:07 What is Rod doing to prepare for the anticipated recession? 16:23 How do you balance being patient with continuing to strive towards goals in this market cycle? 19:09 What is step one in preparing for a market turn? 25:07 What would you say to new investors who want to start with single-family homes and then transition into multi-family? 27:05 What is EOS? 28:47 What mistakes do investors make when vetting people for their team when trying to scale? 31:42 How will Rod be changing his asset management during this changing market? 33:07 What is Rod's competitive advantage? Wrap Up Questions 33:48 One piece of advice for new investors. 34:32 What do you do for fun? 34:51 Good book, podcast, or self development activity that you would recommend? 36:26 Local Network Recommendation? 37:14 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jun 30, 202239 min

Ep 149Episode 149: Revitalizing the "Land of Lincoln" with Aurora Mayor (and potential IL Governor) Richard Irvin

Mayor of Aurora and gubernatorial candidate Richard Irvin discusses his plan to create jobs, lower crime, and attract businesses if he were to be elected Governor of Illinois. Richards speaks on hot-topic issues including affordable housing, taxes, and crime. He dives deep into his tenure as Mayor of Aurora and how he can translate Aurora's successful revitalization to the rest of the state as governor. Innovative concepts on reforming the educational and police system are among other nuggets dropped in the episode. Richard closes with empowering words on his vision of making Illinois the "Land of Lincoln" again and bringing pride back to our state! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Richard Irvin from the City of Aurora Link: SUCI Episode 30 (Investing in Aurora) Sponsors: Kiser Group and Prime Lending ----------------- Guest Questions 03:28 Intro to our guest, Richard Irvin! 04:28 What does Richard consider to be his greatest accomplishment? 06:40 What can be done to create more affordable housing in Illinois? 10:42 What is the sequence of events to create affordable housing and bring businesses to Illinois? 12:48 How can Richard transfer what he's done in Aurora to the rest of the state? Wrap Up Questions 17:27 What are the first steps to solve the crime issues in Illinois? 22:55 How can we get the community to buy into this plan of redeveloping Chicagoland? 27:30 What is the one thing Richard wants to be remembered for? 28:45 Chicago/Illinois Fact! That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jun 23, 202230 min

Ep 148Episode 148: Acquiring Distressed Real Estate by "Beating the Streets" in Chicago with Joe Sevcik

Are you struggling with deal flow in this market? Joe Sevcik drops in to share how Networth Realty is acquiring distressed properties and wholesaling to add value to their investors. Joe covers how his company is grinding it out by hitting the streets to get in front of motivated sellers. He talks about the mindset required to succeed in this space where rejection is commonplace. Joe dives deep into how his company is adding value to their investor clients by project values and construction costs to name a few things. This episode is full of nuggets on deal acquisition and things to keep in mind when looking for your next off-market, distressed property! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Joe Sevcik from Networth Realty Link: Rich Dad Poor Dad (Book Recommendation) Link: How to Win Friends and Influence People (Book Recommendation) Link: Illinois Transfer Tax Info Sponsors: Kiser Group and Appeal.tax ----------------- Guest Questions 03:22 House Provider Tip: Be mindful of pest control and account for associated expenses! 06:35 Intro to our guest, Joe Sevcik! 07:30 What/who is Networth Realty? 08:02 What is Networth Realty doing to acquire deals? 10:42 How do Joe and his team stay motivated when marketing to sellers is unsuccessful a large portion of the time? 12:20 How is Networth Realty adding value to their investors? 14:50 How is estimating rehab costs different in Chicago compared to other locations? 19:06 What are some tips for investors looking for off-market deals? 21:40 How are Joe and his team following up with sellers? 25:27 Any cool or funny stories when acquiring these distressed homes? 26:15 What is an example of a deal that was difficult to close on? 27:27 How has the hot market impacted the business? 29:02 Who are the ideal clients/investors for Networth Realty? 32:56 What does the future look like for Networth Realty? 35:15 For someone interested in joining Networth Realty, what skills/qualities should they bring? Wrap Up Questions 37:15 What is Joe's competitive advantage? 38:00 One piece of advice for new investors. 38:18 What do you do for fun? 38:47 Good book, podcast, or self-development activity that you would recommend? 39:40 Local Network Recommendation? 39:57 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jun 16, 202243 min

Ep 147Episode 147: Straight Up Tues Tip 31 - Perry Farella Breaks Down HUD 203k Loan Options

What is a HUD 203k loan, when does it make sense for investors to leverage this loan, and where do 203k loans fall apart? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Perry Farella of Prime Lending Link: ttps://perryfarella.com/blog/ ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jun 14, 202214 min

Ep 146Episode 146: How To Manage Your Rehabs and What to Look For In a Chicagoland General Contractor with RJ DeLeon

RJ Deleon is all things real estate, as he wears the hats of a contractor, investor, and mentor. In today's show we focus almost exclusively on RJ's experience as a GC and how investors can best partner with contractors. RJ covers some of the most frequently asked questions investors have for GCs and how he handles different requests from investors. He showcases how his personal investing experience is a huge value-add to his clients and explains how to approach, vet, and manage contractors. Throughout the episode, RJ drops numerous jewels of wisdom on building quality relationships with contractors so that you can successfully take down your next rehab! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Also check out RJ's previous episode with his wife Nicky - https://www.straightupchicagoinvestor.com/podcast/episode-43-househacking-scaling-and-large-multifamily-deals-with-one-of-chicagos-best-power-couples Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: RJ DeLeon, EJC Partners Link: Book Recommendation Link: Brie Schmidt (Network Referral) Link: Jason Wagner (Network Referral) Link: Quality Builders (Network Referral) Sponsors: Kiser Group and Appeal.tax ----------------- Guest Questions 03:10 House Provider Tip: Be more specific in texts/emails to avoid miscommunication! 05:07 Intro to our guest, RJ DeLeon! 06:09 What is the one thing that contractors get asked most frequently? 08:30 What is RJ's strategy when estimating a construction job? 10:14 How does RJ consult investors on their construction scopes to get the best ROI? 13:28 How is RJ marketing his consulting services? 16:25 How does RJ handle requests to walk properties? 19:14 How can an investor most-effectively approach a contractor when requesting services? 23:26 What questions should an investor ask contractors to vet them? 31:07 How can an investor effectively keep tabs on a project to ensure progress is being made? 34:55 How can draw schedules be set up to protect both the investor and the contractor? 40:45 What is a mechanics lien? 42:40 How is RJ tracking scopes, schedules, and other elements of the project? Wrap Up Questions 44:59 What is RJ's competitive advantage? 45:50 One piece of advice for new investors. 46:47 What do you do for fun? 47:35 Good book, podcast, or self development activity that you would recommend? 48:36 Local Network Recommendation? 49:35 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jun 9, 202253 min

Ep 145Episode 145: NFL Tight End Turned Chicago Real Estate Investor with Matt LaCosse

Ever wonder how professional athletes are investing to set themselves up for life after their sports career? NFL Tight End Matt LaCosse joins us to shine light on this exact journey. Matt starts off by talking about how the skills required to be a professional NFL player translate to real estate investing. He explains why he came back home to Chicago to start his investing career. Matt dives into the lessons learned on his first C- class investment and how that changed his investment strategy. Mr. LaCosse talks about his current Naperville investments and closes with golden nuggets on building a team and setting yourself up for success as a new investor! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Matt LaCosse Link: Book Recommendations Link: Bibek Das (Network Recommendation) Sponsors: The Axon Group (EXP Realty) and Appeal.tax ----------------- Guest Questions 02:25 House Provider Tip: Consider other ways Real Estate makes you money aside from cash-flow during this tight inventory market! 05:01 Intro to our guest, Matt Lacosse! 06:30 How do skills required for the NFL translate into Real Estate investing? 07:02 How did Matt get into real estate? 08:42 How is the quality of the NFL financial literacy classes? 11:34 Why did Matt come back to Chicago to start investing? 12:53 How did Matt's first investment go? 14:44 What caused Matt to shift his investing to more developed neighborhoods? 17:45 How is Matt sourcing deals? 19:00 What is Matt's time allocation to real estate during the week while balancing his NFL career? 22:35 What type of precautions is Matt taking given the economic environment? 26:53 Has Matt considered syndicating deals with his teammates? 28:36 What is Matt's outlook on his real investing career? 32:33 Are there any other opportunities beyond Chicago? Wrap Up Questions 34:36 What is Matt's competitive advantage? 35:09 What is the one piece of advice for new investors looking to buy their first property in Chicago? 35:55 What do you do for fun? 36:41 Good book, podcast, or self development activity that you would recommend? 37:27 Local Network Recommendation? 38:15 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jun 2, 202241 min

Ep 144Episode 144: Straight Up Tues Tip 30 - Perry Farella Provides Numbers on a Recent Purchase and Rehab Projects He Financed

Perry Farella provides tangible numbers on a recent purchase and rehab project he financed. Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Perry Farella of Prime Lending Link: ttps://perryfarella.com/blog/ Link: https://www.straightupchicagoinvestor.com/podcast/episode-67-chicagoland-rehab-financing-without-using-hard-money-or-203k-loans ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

May 31, 202213 min

Ep 143Episode 143: Ins and Outs to Navigating Chicago Short-Term Rentals with Jessica Ryan

Have you also been considering short-term rentals to increase your NOI?! Jessica Ryan joins us to share valuable knowledge on considerations when planning your short-term rental! Jessica starts off by explaining the main points of the Chicago Shared-Housing Ordinance and how to get a license for a short-term rental. She touches on notice requirements to other tenants, percentage of short-term rental rentals allowed within a building, and other limitations to consider when planning a short-term rental. Jessica closes by sharing some of the more interesting/goofy short-term rental stories that she has seen in her legal practice. Listen to this one closely so that you plan your short-term rental correctly and don't need Jessica to represent you in court! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Jessica Ryan from KSN Law Link: Network Recommendation (Tim Jacobs) Sponsors: Prime Lending and Appeal.tax ----------------- Guest Questions 02:28 House Provider Tip: Look out for leaks when turning on your water spigots this spring! 04:20 Intro to our guest, Jessica Ryan! 05:20 How did short-term rentals start in Chicago? 07:59 What are some of the requirements of the short-term rental ordinance? 14:23 How do you start the process to obtain a short-term rental license? 15:58 Are there any legal notices required to other long-term tenants when adding a short-term rental to a building? 20:40 What are some of the main points that cause application denials? 24:25 How many short-term rental units are allowed in multi-family buildings? 28:13 What are the requirements for individual room rentals? 30:40 What rights does a long-term landlord have on a tenant running an authorized short-term rental in their unit? 33:13 Any funny/interesting short-term rental stories? 37:15 Does Jessica foresee modifications to the Ordinance in the near future? Wrap Up Questions 40:20 What is Jessica's competitive advantage? 40:53 What is the one piece of advice for new investors looking to buy their first property in Chicago? 41:29 What do you do for fun? 42:31 Good book, podcast, or self development activity that you would recommend? 43:28 Local Network Recommendation? 44:17 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

May 26, 202247 min

Ep 142Episode 142: Generating Infinite ROI From Chicagoland Senior Living Investing with Brandon Schwab

Wondering how you can invest in a niche asset class to reduce your competition? Brandon Schwab talks about how he is revolutionizing the Chicagoland Senior Living space and making it a very profitable investment. Brandon starts off by talking about his motivation to improve the Senior Living experience and the pitfalls he faced when starting out. He dives deep into the acquisition, rehab, and management of these Senior Living homes. He comments on the nuances of zoning, permitting, and appraisals on this asset class. on the volatility in the market and looks back on how the pandemic shaped what is happening today. Chris also gives an impactful outlook on Senior Housing as an investment including how the pandemic changed the industry and has uncovered the need for high quality Senior Housing providers! If you enjoyed listening to today's episode, please leave us a 5 star review and share us with a friend! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Brandon Schwab from Shepherd Premier Senior Living Link: Book Recommendation Link: Podcast Recommendation Link: SUCI Merch Store Sponsors: Prime Lending and Appeal.tax ----------------- Guest Questions 03:30 House Provider Tip: Be aware of the Chicago Heat Ordinance that is still applicable even as the weather heats up! 04:50 Intro to our guest, Brandon Schwab! 06:50 What is a high-level overview of Brandon's Senior Living Homes business? 08:17 How did Brandon come up with his business idea? 12:49 What would be the first steps to start investing in Assisted Living Homes? 17:33 What are some of the pitfalls when getting started? 21:30 What do the rehabs of these Assisted Living homes consist of? 25:28 What does the on-going management look like? 27:57 How are these properties appraised? 33:12 What is Brandon's outlook on the Assisted Living Homes industry? 35:55 What are the Zoning and Permitting requirements for these types of properties? 37:19 Does the Village or Town that the property is in impact the requirements? 38:15 What are the financing/funding options for these properties? Wrap Up Questions 40:57 How has Brandon overcome challenges in this niche space? 42:13 What is the one piece of advice for new investors looking to buy their first property in Chicago? 43:40 What do you do for fun? 44:18 Good book, podcast, or self-development activity that you would recommend? 45:59 Local Network Recommendation? 46:45 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

May 19, 202251 min

Ep 141Episode 141: Straight Up Tues Tip 29 - Noah Birk and Aaron Sklar Sit Down to Explain How Investors New To The Multifamily Space Can Catch A Broker's Eye

As an investor, how do I get the attention of the most successful brokers in the Chicagoland area? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Noah Birk & Aaron Sklar of Kiser Group Link: Episode 23 of Straight Up Chicago Investor ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

May 17, 202216 min

Ep 140Episode 140: Providing Necessary Education for Chicago Investors with CIC's Jessica Sivels

Interested in sharpening your education to propel your Chicago Real Estate Investments? Jessica Sivels explains the variety of resources that Community Investment Corporation (CIC) is providing. Jessica provides a brief summary of CIC's extensive experience and explains how CIC can be a value add to investors given their knowledge of Chicago. She dives deep into CIC's vast educational resources and how landlords can benefit greatly by investing in their education. Fair housing, property management, mixed-use buildings, and lending are among the few topics discussed on this value-loaded episode! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Jessica Sivels, Community Investment Corporation (CIC) Link: Jessica Sivels - Director of Education & Community Engagement - Community Investment Corporation | LinkedIn Link: Jessica's Facebook Link: The One Thing (Book Recommendation) Sponsors: Kiser Group, and Appeal.tax ----------------- Guest Questions 02:44 House Provider Tip: Be aware of power outages during this Spring season! 05:10 Intro to our guest, Jessica Sivels! 06:54 Who is CIC and how does Jessica fit into the corporation? 08:07 When did CIC start offering its educational resources? 10:09 Why did Jessica get involved with CIC? 12:57 What is the spectrum of CIC's educational resources and what are the topics with the most need for education? 18:33 What are the opportunities coming up in the mixed-use space? 21:55 Is CIC going to start in-person classes? 29:05 Are there new CIC education topics or tools on the horizon? 34:35 What are some lending advantages that CIC offers? Wrap Up Questions 41:17 What is Jessica's competitive advantage? 41:52 One piece of advice for new investors. 42:50 What do you do for fun? 43:12 Good book, podcast, or self development activity that you would recommend? 43:35 Local Network Recommendation? 44:28 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

May 12, 202247 min

Ep 139Episode 139: Leveraging Technology to Efficiently Manage your Chicago Property Portfolio with Kerri Davis

Looking for a user-friendly, innovative property management software? Today's guest Kerri Davis dives deep into how her software Fortress can help you take your investment management to the next level. Kerri jumps right in by explaining the shortcomings of other management softwares and how Fortress addresses those concerns. She talks about when it makes sense for an investor to transition to management software and describes the typical workflow within the Fortress interface. Kerri proudly elaborates on the innovative features of her platform, its user-friendliness, and transparency to help you accurately gauge the performance of your properties! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Kerri Davis, Fortress Technology Solutions Link: Kerri Davis' LinkedIn Link: Start With Why (Book Recommendation) Link: Sabrina Wottreng (Network Recommendation) Sponsors: Kiser Group, and ClickInvest ----------------- Guest Questions 03:57 House Provider Tip: Consider artificial grass, mulch, or rocks instead of natural grass to reduce maintenance on your properties! 06:29 Intro to our guest, Kerri Davis! 07:45 How did Kerri get into real estate? 08:45 What did Kerri's first property management role involve? 10:06 What were the pitfalls of older property management softwares and how are new softwares addressing those concerns? 13:42 What were some of the main pain points that led Kerri to develop her software, Fortress PropTech? 16:40 At what point or unit count does it make sense for a landlord to switch over to a property management software? 21:57 Kerri describes the typical workflow when using her software. 25:50 How does a platform like Fortress help build and strengthen the relationship between landlords and tenants? 28:09 What does the future development of Fortress look like? 32:17 Can a CRM be integrated into Fortress? 34:08 What pricing can users expect for the software and what factors impact pricing? Wrap Up Questions 36:17 What is Kerri's and Fortress' competitive advantage? 37:35 One piece of advice for new investors. 38:39 What do you do for fun? 39:18 Good book, podcast, or self development activity that you would recommend? 40:13 Local Network Recommendation? 40:55 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

May 5, 202244 min

Ep 138Episode 138: Straight Up Tues Tip 28 - Mike Scanlon Talks Through How He Sourced An Off Market Househack Deal

Mike Scanlon walks us through the numbers, rationale, and challenges of a recent househack in Elgin. Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Mike Scanlon from The Axon Group (EXP Realty) ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

May 3, 202214 min

Ep 137Episode 137: Revitalizing Chicago's Bronzeville Neighborhood via a $4 Billion Dollar Development with Morgan Malone

Ever wonder what goes into planning a multi-billion dollar equitable development and how those principles can be applied to your investing? Morgan Malone joins us to break down how this can be accomplished while maintaining the character of a neighborhood. Morgan provides a history of the Bronzeville Lakefront Planned Development and a behind-the-scenes look into overcoming challenges associated with planning such a large-scale development. Morgan explains the multiple parties involved in such a large development and how she successfully works across multiple stakeholders, and ensures the community needs are being met. Morgan provides a strong, fact-based stance on the quality of the Bronzeville neighborhood and speaks to the challenge of planning equitable development while preserving the community's character and history. She closes with jewels of wisdom on building relationships within your community rather than solely focusing on the transactional elements of investing! If you enjoyed listening to today's episode, please leave us a 5-star review and share us with a friend! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Morgan Malone of Farpoint Development Link: Farpoint Team Link: Morgan's LinkedIn Link: Bronzeville Lakefront Project (City Page) Link: Disco Demolition Night (Podcast Recommendation) Sponsors: Kiser Group, and Appeal.tax ----------------- Guest Questions 05:06 House Provider Tip: Optimize floor plans when possible particularly if gut-rehabbing units! 07:10 Intro to our guest, Morgan Malone! 08:30 What is Morgan's background? 09:42 What is the background on the Bronzeville Lakefront Development project (former site of Michael Reese Hospital and Medical Center)? 13:43 What are the challenges of formulating and working with a team on large development projects? 16:13 How much direction did the City provide during the RFP process for the Bronzeville Lakefront project? 18:52 Was there any push back from the community on this planned development? 29:00 How did Morgan's team market such a large scale project to the community? 38:42 How would Morgan respond to someone questioning the quality of the Bronzeville neighborhood? 41:10 What have been the biggest unforeseen obstacles on this Bronzeville Lakefront project? Wrap Up Questions 54:55 What is Morgan's competitive advantage? 55:34 What is the one piece of advice for new investors looking to buy their first property in Chicago? 56:29 What do you do for fun? 57:00 Good book, podcast, or self development activity that you would recommend? 57:46 Local Network Recommendation? 58:25 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Apr 28, 20221h 1m

Ep 136Episode 136: From Failed Chicago Flip to a $90M in Multifamily Portfolio with John Casmon

Return guest (Episode 15) John Casmon drops in to share golden nuggets on how he separates himself from the competition in this tight market! John starts off by reminding us of his humble real estate beginnings which came via a house hack in the North Center neighborhood of Chicago. He explains how his flipping experience helped propel his growth despite facing adversity. John provides tips on how investors can create opportunities and separate themselves from their competition in this highly competitive environment. Mr. Casmon shares practical advice on deal screening, approaching investors for syndication deals, and finding a mentor/coach! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: John Casmon, Casmon Capital Link: Capital Impact Club (Coaching) Link: Multifamily Insights Podcast Sponsors: Kiser Group, and Appeal.tax ----------------- Guest Questions 03:09 House Provider Tip: Watch out for fraudulent rental applications! 05:44 Intro to our guest, John Casmon! 07:14 How does a newer investor get involved in multi-family real estate? 11:22 Why did John decide to get into flipping properties? 17:41 What experience did John gain flipping properties? 23:33 What motivated John to keep going after his struggles with flipping? 30:14 How can investors create deal opportunities in this limited supply market? 34:22 How can investors balance valuing properties based on current value compared to future value? 37:33 How do John and his team screen deals? 39:18 What is the difference between syndicating and joint-venturing a real estate deal? 42:31 What is it like to approach investors with a deal? 47:15 What's the best way to get connected with a mentor/coach? 49:39 What made John start his podcast and how has it helped his growth? Wrap Up Questions 52:40 What is John's competitive advantage? 52:57 What is the one piece of advice for new investors looking to buy their first property in Chicago? 53:49 What do you do for fun? 54:02 Good book, podcast, or self development activity that you would recommend? 55:12 Local Network Recommendation? 55:50 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Apr 21, 202258 min

Ep 135Episode 135: Straight Up Tuesday Tip 27 - Jake Parker and Andy Friedman Answer "What is a Condo Deconversion and How Can Investors Benefit From Purchasing a Deconversion Opportunity?"

What is a condo deconversion and how can investors benefit from purchasing a deconversion opportunity? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Jake Parker & Andy Friedman from Kiser Group ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Apr 19, 202213 min

Ep 134Episode 134: Building Affordable Housing Through Modular Construction in Chicago with Josh Braun

Interested in Modular Housing? Josh Braun explains modular housing and how he's been able to be a pioneer in Chicago Modular Housing Construction. Josh starts off by talking about his start in real estate and his early interactions with the City's Building Department. He discusses the specs of his different finished products and lessons learned that have helped him evolve his business. Josh shares how he was able to be a pioneer in Chicago's modular construction housing space. He closes by providing insight on 3D printing and the future of housing construction. If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Josh Braun, from Kinexx Modular Construction Link: Book Recommendation: The Machine That Changed the World Link: Local Network Recommendation: Jim Darrow of Essex Realty Sponsors: Kiser Group, and GC Reality ----------------- Guest Questions 03:45 House Provider Tip: Do your due diligence on the HOA of condos and townhomes! 05:41 Intro to our guest, Josh Braun! 06:59 How did Josh get into real estate? 19:06 Josh's story of receiving a stop work order from the City of Chicago. 20:32 How does modular housing work from an economic standpoint (i.e. how is this profit margin created when it's intended to be affordable housing)? 22:35 What is the definition of a modular home? 23:45 What are the standard specs on a finished modular home by Kinexx? 26:03 Are the homes built on slabs and is there any evidence that they are modular homes compared to traditionally built homes? 26:56 What did Josh learn on his first modular home project that helped him evolve his business? 29:45 Where is Josh building these modular homes? 31:41 How are end users finding Josh's modular homes and how are they financing the homes? 34:52 What were the initial challenges with Alderman and elsewhere to get started? 39:00 What is Kinexx's standard build and how does Kinexx interact with the end user? 40:40 What is unique about building modular homes in Chicago? 42:40 Is 3D printing on Josh's radar and how can 3D printing impact modular homes building? 45:09 What is Josh seeing from his competition? Wrap Up Questions 49:22 What is Josh's competitive advantage? 49:49 One piece of advice for new investors. 50:24 What do you do for fun? 50:55 Good book, podcast, or self development activity that you would recommend? 51:35 Local Network Recommendation? 52:35 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Apr 14, 202257 min

Ep 133Episode 133: Leveraging Your IRA to Fund Your Chicago Real Estate Investments with Adam Sypniewski

Did you know that you can raise or deploy funds found in IRAs to invest in Real Estate? Adam Sypniewski joins us to break down how this can be accomplished. Adam kicks things off by defining an IRA and explaining the limitations when withdrawing IRA funds. He dives into the different ways investors can leverage their IRA funds or someone else's funds to invest in real estate. Adam talks about rules and regulations along with things to consider when using IRA funds in partnerships. He closes with pitfalls to avoid when structuring a deal involving an IRA so you can be prepared to implement this strategy! If you enjoyed listening to today's episode, please leave us a 5 star review and share us with a friend! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Adam Sypniewski from Midland Trust | LinkedIn | Email Adam ([email protected]) Sponsors: Kiser Group, GC Reality, and Prime Lending ----------------- Guest Questions 02:10 House Provider Tip: Plan ahead and knock out spring projects! 04:50 Intro to our guest, Adam Sypniewski! 06:00 How did Adam start working in the IRA space? 07:10 What is an IRA? 09:15 What are the rules and limitations of pulling funds out of your own IRA? 10:43 Why would someone want to pull from their IRA to use their capital in real estate? 12:42 How have IRAs been around? 14:13 What are the limitations of investing through an IRA compared to any other money market? 16:28 What opportunities/options are there for individuals wanting to use their IRAs to invest in real estate? 20:20 How does funding a deal with an IRA differ from having liquid funds to acquire a property? 21:54 How can investors be on the debt-side or equity-side of deals when investing with their IRAs? 24:58 Aside from ensuring there is a papertrail, any other requirements investors should be aware of when investing with their IRA? 27:34 Is there a specific demographic investors who are looking for private capital should be targeting? 29:27 What are an IRA's typical repayment terms? 33:46 How do distributions for repayment to an IRA work in partnerships? 36:23 What happens if IRA funds are lost? 38:20 While an investor is holding a property in their IRA, the traditional real estate tax benefits do not apply, correct? 39:37 Any other tips for investing with your IRA? Wrap Up Questions 40:22 What is Adam's competitive advantage? 41:42 What is the one piece of advice for new investors looking to buy their first property in Chicago? 42:11 What do you do for fun? 42:36 Good book, podcast, or self development activity that you would recommend? 43:13 Local Network Recommendation? 43:40 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Apr 7, 202246 min

Ep 132Episode 132: Straight Up Tuesday Tip 26 - Jake Fugman Answers How to Break Down a 3-Unit Househack in Hermosa

Jake Fugman walks us through the numbers, rationale, and challenges of a recent househack in Hermosa that our listeners can learn from. Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Jake Fugman, The Axon Group (EXP Realty) ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Apr 5, 202216 min

Ep 131Episode 131: From Immigrant to Thriving Chicago Real Estate Broker Via the Power of Marketing with Aram Ghazaryan

Want to know how to take your real estate marketing to the next level to grow your business? Our guest Aram Ghazaryan provides insight on how to differentiate yourself from your competition! Aram explains his tremendous story of how he got into real estate at the young age of 21 and methods used to achieve great success after 5 years in the business! He shares how to consistently put out engaging social media content and the importance of connecting with followers on an emotional level. He talks cold-calling as a new agent, flipping for the first time, and becoming a source of knowledge for many Chicago neighborhoods and its suburbs. Aram closes by talking about how he is executing real estate transactions and how he is able to be an asset for his clients! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Aram Ghazaryan from RE/MAX | Instagram | Aram's Other Pages Sponsors: Kiser Group, GC Reality, and Prime Lending ----------------- Guest Questions 03:41 House Provider Tip: Be mindful that the higher rents that come with the CHA Mobility Program can go away - underwrite deals using market rents! 04:10 Intro to our guest, Aram Ghazaryan! 06:05 How is volatility being seen in the lending market? 07:04 How did Aram decide to jump into real estate at the young age of 21? 09:25 How did Aram's perspective on opportunity for success change when he moved to the United States? 10:47 What were Aram's first thoughts on Chicago? 12:23 How did Aram get his first deal as a broker? 13:55 What are some of the lessons learned from cold calling? 16:05 How did Aram develop his social media marketing? 20:22 How is Aram translating his following on social media to his real estate business? 23:40 How did Aram acquire knowledge on so many different suburbs? 25:10 How does an introvert work up the courage to put themselves out there for marketing? 27:44 How is Aram translating lead generation to being an asset and executing for his clients? 32:22 How does Aram deal with buyers looking to low-ball sellers and how does he set expectations? 34:34 Is Aram doing all the marketing himself or outsourcing? 35:52 How did Aram start flipping and what are some of the lessons learned so far? 40:28 What are the projected numbers on Aram's first flip? Wrap Up Questions 43:38 What is Aram's competitive advantage? 44:56 What is the one piece of advice for new investors looking to buy their first property in Chicago? 45:22 What do you do for fun? 45:55 Good book, podcast, or self development activity that you would recommend? 47:11 Local Network Recommendation? 48:34 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Mar 31, 202251 min

Ep 130Episode 130: Chicago Mortgage Lending in this Inflationary Environment with Chris Puleo

Return guest Chris Puleo drops in to share a lending market update! Chris starts off by commenting on the volatility in the market and looks back on how the pandemic shaped what is happening today. He explains "bait and switch" and the questions you should be asking your mortgage lender. Chris dives deep into the different loan programs available in today's market. Chris also delivers Chicago-specific advice on how to navigate the loan process when dealing with non-conforming units! If you enjoyed listening to today's episode, please leave us a 5 star review and share us with a friend! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Chris Puleo, Neighborhood Loans Link: SUCI Merch Store Sponsors: Kiser Group and GC Reality ----------------- Guest Questions 02:33 House Provider Tip: Be aware of freeze and thaw cycles during the Spring season! 04:10 Intro to our guest,Chris Puleo! 05:40 How is volatility being seen in the lending market? 07:37 How did the pandemic create artificially low interest rates? 09:18 Why does inflation increase interest rates? 11:02 Chris explains "float down" options as it relates to interest rates. 13:05 Are there any good indicators for trying to project the direction of interest rates? 16:06 What is "bait and switch" and what should people watch out for? 19:35 Is Chris seeing a lot of new real estate agents and lenders in this hot market? 24:05 What are other low-down payment options aside from FHA? 26:42 How do "gifts" work in the lending industry? 28:33 What COVID restrictions were previously in place that lenders have lifted? 30:30 What do the requirements look like for self-employed individuals seeking a loan? 32:45 What are some of the programs for investment loans? 35:15 What are things to consider when looking to purchase a building with a non-conforming unit? 38:54 Is there a premium paid for a cash-out refinance compared to a rate-and-term refinance? Wrap Up Questions 43:20 What is Chris' competitive advantage? 44:14 What is the one piece of advice for new investors looking to buy their first property in Chicago? 44:23 What do you do for fun? 45:17 Good book, podcast, or self development activity that you would recommend? 45:47 Local Network Recommendation? 46:42 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Mar 24, 202250 min

Ep 129Episode 129: Straight Up Tuesday Tip 25 - Ron Plonis and Jeff Leibovich Answer "What are the Many Factors Investors Must Consider if they are Looking to Sell in This Hot Market?

What are the many factors investors must consider if they are looking to sell in this hot market? (And buyers need to know this info as well!) Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Ron Plonis & Jeff Leibovich from Kiser Group ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Mar 22, 202213 min

Ep 128Episode 128: How to Successfully Deconvert Chicago Condos, With Sean Connelly

Ever wonder what it takes to convert a condo building into rental apartments? Sean Connelly of 33 Realty explains the ins and outs of deconverting condos as an investment strategy. Sean starts by defining basic terms and the strategy associated with deconverting condos. He then dives into the more technical aspects of underwriting and handling negotiations with owners and associations. Sean closes out the episode by forecasting the future of condo deconversions in Chicago and explains why he is bullish on the "Capital of the Midwest". If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Sean Connelly from 33 Realty Link: Sean Connelly | 33 Realty Sponsors: ClickInvest and Kiser Group ----------------- Guest Questions 02:56 House Provider Tip: Ensure that property condition and cost of unit turn-overs is properly being taken into account! 06:10 Intro to our guest, Sean Connelly! 07:37 What is a condo deconversion? 08:48 What is driving the surge of condo deconversions? 10:05 What is a T-12 (i.e. trailing 12 months of expenses)? 10:53 What are the expectations from the HOA during this deconversion process? 11:57 How did Sean and his group get into condo deconversions? 14:24 What is the acquisition strategy? 15:35 What type of timeframe can be expected to deconvert? 18:47 How are tenants treated when purchasing a rented condo to deconvert? 21:04 What is the process like when dealing with owner-occupants who likely won't be in favor of deconverting? 22:44 How are taxes underwritten when deconverting? 24:07 Is there a typical strategy as it relates to separating utilities, updating mechanicals, etc? 27:31 Sean walks through the high-level process of deconverting. 31:10 How are meetings with a larger group of owners/investors handled? 32:49 How are special exceptions and general negotiations handled? 37:26 Are people generally looking to purchase multiple condos in smaller buildings to have a larger share of ownership? 38:47 What does the future look like for this condo deconversion strategy? Wrap Up Questions 42:09 What is Sean's competitive advantage? 42:29 One piece of advice for new investors. 42:48 What do you do for fun? 43:20 Good book, podcast, or self development activity that you would recommend? 43:40 Local Network Recommendation? 44:15 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Mar 17, 202246 min

Ep 127Episode 127: Scaling From W2 Employee to over 1,400 Units in Chicago's South Side with David Pezzola

Think it's possible to scale to 80 rental units while working a W2 job? We know it sounds tough, but our guest David Pezzola explains how he did that and then continued on to build a massive portfolio! David shares insights on how was able to grow and manage his large portfolio while having his W2 job. He then talks about his post W2 investment journey including his acquisition strategy and lessons learned. David closes out with why Chicago is the "mutual fund" of cities and why he continues to be bullish on investing here! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: David Pezzola, from Icarus Investment Group Link: Rich Dad Poor Dad (Book Recommendation) Link: Chris Puleo (Lender) Sponsors: GC Reality and Kiser Group ----------------- Guest Questions 02:42 House Provider Tip: Seal holes/gaps inside and outside your property to prevent animals from getting in! 04:54 Intro to our guest, David Pezzola! 05:40 How did David get to 80-units and how did he balance owning that many units while working a W2? 07:56 How was David financing his deals while scaling? 09:38 Does David see similarities between the West Loop prior to its emergence and any neighborhoods currently? Why did David hold on to his W2 for as long as he did? 12:12 After establishing a credit line to allow for acquisition/scale, what was the next step? 14:48 What was the extent of the rehab when beginning to scale? 19:13 What goes into making a condo warrantable? 21:02 What are some of the lessons learned while David was scaling? 25:09 What were some of the management challenges in the south side of Chicago? 28:36 How has David's group improved management efficiencies? 30:50 How did David purchase 300 units near Midway Airport? 34:45 What advice would David give to new investors on Section 8 rentals? 37:10 Why is David still bullish on the south side and on Chicago in general? Wrap Up Questions 45:56 What is David's competitive advantage? 48:16 One piece of advice for new investors. 50:26 What do you do for fun? 52:25 Good book, podcast, or self-development activity that you would recommend? 53:45 Local Network Recommendation? 56:15 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Mar 10, 20221h 0m

Ep 126Episode 126: Straight Up Tuesday Tip 24 - Danny Mantis and Matt Halper Answer "How is inflation effecting the Chicagoland market?"

How is inflation affecting the Chicagoland market? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Danny Mantis & Matt Halper from Kiser Group ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Mar 8, 202210 min

Ep 125Episode 125: How Aldermen Effect Zoning and Development in Chicago with Nicholas Katsafados

Thought about taking down a mixed-use building to improve your neighborhood's streetscape? Not sure where to start? Our guest Nicholas Katsafados explains how he found a niche in mixed-use buildings and what other things he is doing to contribute to redevelopment in his neighborhood! Nicholas provides insight on how investing in mixed-use buildings differs from other types of buildings. He talks about neighborhoods and Wards along with the political implications. Nicholas elaborates on the importance of understanding Zoning and how this could be your competitive advantage. He closes out the episode with a fact-driven explanation for why higher-density Zoning helps neighborhoods emerge and the argument of this causing displacement of residents is not as drastic as portrayed in the media! If you enjoyed listening to today's episode, please leave us a 5 star review and share us with a friend! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Nicholas Katsafados from Cobblestone Realty Group Link: Chicago Fair Housing Link: Cook County Just Housing Amendment Link: Avondale Bowl Sponsors: ClickInvest and Kiser Group ----------------- Guest Questions 03:22 House Provider Tip: Screen tenants consistently - abide by Fair Housing Laws! 05:05 Intro to our guest, Nicholas Katsafados! 06:15 How did Nicholas get started in investing here in Chicago? 07:43 How did Nicholas transition from his starting point of buying a condo to larger redevelopment projects? 10:55 Where is Nicholas focusing his investing today? 11:45 How do the financing requirements on mixed-use buildings differ from requirements on other types of buildings? 13:25 Any tips or advice for finding contractors to do facade work on mixed-use buildings? 15:25 What is the difference between a neighborhood and a Ward? 18:17 Are there any positives to how the Wards are delineated? 21:37 What role do Aldermen play in Zoning within their Wards? 23:32 What are some examples of how Zoning rulings impact development? 29:46 How can we as investors take action to address some of these political headwinds? 31:03 What are other ways investors can make their case when seeking support on their project's Zoning? 34:42 How can there be a balance between neighborhood development and retaining existing residents? 41:26 What is Nicholas' outlook on Chicago? Wrap Up Questions 44:30 What is Nicholas' competitive advantage? 46:25 What is the one piece of advice for new investors looking to buy their first property in Chicago? 47:40 What do you do for fun? 48:01 Good book, podcast, or self development activity that you would recommend? 49:04 Local Network Recommendation? 49:55 How can the listeners learn more about you and provide value to you? That's our show. Thanks for listening to another great episode! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Mar 3, 202253 min

Ep 124Episode 124: Scaling Your Real Estate Business in Chicago with Aaron Galvin

Wondering who is partnering with big developers to sell and lease their finished product? Our guest Aaron Galvin explains how his company is capturing a large market share in this space! Aaron provides insight on how his company's focus on people and relationships has led to tremendous growth. He talks about the mistakes he made while growing his business and how he had to learn to "elevate and delegate". Aaron elaborates on the importance of building a team that is aligned in its core values and vision. He closes out the episode with reasons for why he is bullish on our great city of Chicago! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Aaron Galvin from Luxury Living Chicago Realty Link: Aaron Galvin | CEO | Luxury Living Chicago Realty Link: The Messy Middle Sponsors: GC Reality and Kiser Group ----------------- Guest Questions 03:30 House Provider Tip: Prevent moisture and freezing on lockboxes by planning accordingly! 05:55 Intro to our guest, Aaron Galvin! 07:17 What was the original mission of Luxury Living Chicago? 09:20 What were some mistakes that Aaron made while scaling his business? 18:47 How did Luxury Living Chicago make a name for themselves to grow to the scale that they have? 25:05 What were some of the biggest challenges Aaron faced while growing his business? 33:55 How is Aaron connecting with big developers? 39:40 How is Aaron communicating opinions of value to his clients? 42:56 Why is Aaron bullish on Chicago despite the negative press it gets? Wrap Up Questions 46:41 What is Aaron's competitive advantage? 47:27 What is the one piece of advice for new investors looking to buy their first property in Chicago? 47:57 What do you do for fun? 49:02 Good book, podcast, or self development activity that you would recommend? 50:00 Local Network Recommendation? 50:50 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Feb 24, 202254 min

Ep 123Episode 123: Straight Up Tuesday Tip 23 - Rosario Terracciano Answers "What should buyers expect in 2022?"

What should buyers expect in 2022? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Rosario Terracciano from Clickinvest Link: AttomData.com ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Feb 22, 202212 min

Ep 122Episode 122: A Case Study on Three Chicagoland Deals in a Low-Inventory Environment with John Warren

Can't find a deal in this Chicago Real Estate Market? You are not alone! John Warren of Presto Properties joins us to discuss how he acquired his 3 most recent properties. John discusses properties he purchased in Bellwood, Albany Park, and Cicero. He shares how he acquired each deal, the strategy implemented, the nuances, and lessons learned. While breaking down the deals, John elaborates on partnerships, stabilized vs. value-add properties, and how he is growing his team to continue to scale efficiently. Lots of golden nuggets in this episode from one of Chicagoland's finest! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: John Warren from Presto Properties Link: Get Rich Education Podcast Link: Yan Pesotskiy LinkedIn (Local Network Recommendation) Sponsors: GC Reality and Kiser Group ----------------- Guest Questions 03:18 House Provider Tip: Use the time-stamp camera app! 04:50 Intro to our guest, John Warren! 07:30 Deal #1 - How did John find his Bellwood deal? 09:29 Why did John sell his previous building and use a 1031 exchange to buy the Bellwood building? 11:40 How did John get familiar with Bellwood and what went into the due diligence process? 13:03 What's the permitting process like in Bellwood? 14:35 What were the lessons learned on the Bellwood property? 15:55 Deal #2 - How did John find his Albany Park deal? 17:25 What are the main differences between buying stabilized properties compared to value-add properties? 18:43 What are some things to consider when determining whether or not to enter into a partnership?. 20:50 How is John structuring his partnerships? 21:39 What was John's outlook when recently making the decision to buy a stabilized multi-family compared to value-add? 24:40 Is John outsourcing management or keeping it in-house? 27:17 What were the lessons learned on the Albany Park property? 28:57 Deal #3 - How did John find his Cicero deal? 30:42 What was the background on the deal? 31:48 How did John assess the risk of buying the building sight unseen? 33:00 What are the numbers on this deal? 35:42 How has John handled tenants when coordinating the heavy rehab of the building? 37:00 How to get existing tenants to relocate when they are currently paying substantially below market rent? 39:45 What were the lessons learned on the Cicero property? 41:25 What are John's plans for his local meetup in 2022? Wrap Up Questions 43:00 What is John's competitive advantage? 46:33 One piece of advice for new investors. 47:04 What do you do for fun? 47:28 Good book, podcast, or self development activity that you would recommend? 48:00 Local Network Recommendation? 48:42 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Feb 17, 202251 min

Ep 121Episode 121: Breaking Down Why Chicago Public Housing Failed with Professor Brad Hunt

Dr. Brad Hunt of Loyola University's Department of History joins the show to educate us on the complicated history of Chicago's Public Housing developments and why real estate investors should care. Brad is the author of Blueprint for Disaster, in which he traces Chicago's Public Housing history and transformation under various government administrations. Leveraging this knowledge of poorly operated public housing in Chicago, Brad is able to share what he would do differently and how investors can use this knowledge to be better housing providers. If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Brad Hunt, Loyola University Chicago Department of History Link: Blueprint for Disaster: The Unraveling of Chicago Public Housing Link: Loyola University Chicago's Department of History Sponsors: Pentwater Cabinetry and Kiser Group ----------------- Guest Questions 02:25 House Provider Tip: Thoroughly screen tenants and ask for additional documentation (tenant will always provide info that makes them look good)! 05:30 Intro to our guest, Brad Hunt! 06:38 How did Brad select his career path? 08:38 What is the high-level overview of Brad's book, Blueprint for Disaster, and why did he write it? 13:00 What are some examples of "cost-cutting" used in Chicago Public Housing that had significantly negative impacts? 16:10 How did Public Housing begin to get a negative stigma? 20:54 How did screen changes impact the feel of Public Housing? 22:50 What tenant mix would be ideal to optimize how Public Housing runs? 26:20 How did Chicago Public Housing maintenance costs compare to other cities? 34:13 What was going on in Public House leading up to the crack cocaine epidemic in the 1990s? 40:50 Why are certain Public Housing developments being preserved while others have been torn down? 42:52 What would Brad change about the way Public Housing is run today? Wrap Up Questions 45:44 What is Brad's competitive advantage? 46:04 What is the one piece of advice for new investors looking to buy their first property in Chicago? 46:31 What do you do for fun? 47:12 Good book, podcast, or self development activity that you would recommend? 48:34 Local Network Recommendation? 49:42 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Feb 10, 202252 min

Ep 120Episode 120: Straight Up Tuesday Tip 22 - Perry Farella Answers "What are the new 2022 conventional and FHA loan limits?"

What are the new 2022 conventional and FHA loan limits? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Perry Farella of Prime Lending ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Feb 8, 202211 min

Ep 119Episode 119: How Blockchain is Impacting Chicago Real Estate with Simon Enwia

Thinking about buying Real Estate or a Yacht in the Metaverse? Want to learn more about the Metaverse, Blockchain, and other innovations that will impact your real estate strategy? This episode will scratch that itch! Simon Enwia of Flawless Homes shares mind-blowing insight on developing technologies in real estate! Before jumping in, Simon lays out his background as a Chicago investor and breaks down the nuances and hidden-value in mixed-use buildings. He then transitions into the concept of Tokenization and how this will affect the general public. Simon closes out by explaining Real Estate in the Metaverse and what we can expect to see in the future! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Simon Enwia, from Flawless Homes | LinkedIn Sponsors: Kiser Group and ClickInvest ----------------- Guest Questions 02:45 House Provider Tip: Stop using mailboxes with keys if possible! 04:20 Intro to our guest, Simon Enwia! 05:10 How did Simon start investing in Chicago? 06:19 What was the first big "scary" project that Simon worked on? 08:06 What are the nuances of mixed-use buildings? 10:45 How did Simon get into mixed-use buildings? 12:00 What is the history of Flawless Homes? 12:57 Why should investors care about Blockchain and does it impact real estate? 16:13 How will Blockchain impact real estate agents and brokerages? 19:00 What is the potential of Blockchain in the real estate market? 20:34 What is the definition of Blockchain? 22:34 What is Tokenization? 24:41 How will Tokenization help the general public and their ability to get involved in real estate? 25:46 How are "Tokens" different from shares or stocks? 26:55 What are some real estate inefficiencies that will get eliminated because of Blockchain and other technologies? 28:35 What other technological advances should investors be mindful of? 29:50 What is the Metaverse in real estate? 31:41 Simon's final thoughts and tips on real estate in the current market and moving forward. Wrap Up Questions 32:58 What is your competitive advantage? 33:17 What is the one piece of advice for new investors looking to buy their first property in Chicago? 33:27 What do you do for fun? 34:07 Good book, podcast, or self development activity that you would recommend? 34:29 Local Network Recommendation? 34:58 How can the listeners learn more about you and provide value to you? Thanks for tuning in! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Feb 3, 202238 min

Ep 118Episode 118: From Derivatives Trading to Chicago Real Estate Investing and Brokering with Lawrence Dunning

New development strategies, hot Chicago areas, derivative financing trading, long-term holds, and an Englishman! This episode is packed with nuggets across the board. With a background in finance and derivatives trading, Lawrence Dunning has shifted his analytical skills to real estate and is making a name for himself by linking developers to long-term investors before inventory hits the market. Lawrence explains how the pandemic has affected the economy and real estate in Chicago. We had him drop street-level knowledge on areas that he's bullish on and directing his buyers towards. He also talks about the value of new construction buildings and how they compare to rehabbed buildings. He closes out the episode with how to project taxes on new construction and some pretty amazing stories on his background! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Lawrence Dunning, Main Street Real Estate Group Link: Lawrence Dunning LinkedIn Link: Enter the Lionheart Podcast Sponsors: Kiser Group and ClickInvest ----------------- Guest Questions 03:37 House Provider Tip: Be sure to check up on properties during these frigid cold days/weeks of the year! 05:47 House Provider Tip: Intro to our guest, Lawrence Dunning! 06:58 How has the pandemic impacted our economy and the asset classes? 08:41 Why did Lawrence choose to dive into real estate out of all the asset classes? 13:54 In retrospect, what areas of the city and what types of real estate had noticeable changes as a result of the pandemic? 15:50 What is Lawrence's business model and what areas is he focusing on? 19:08 How is Lawrence finding inventory for his clients in hot areas like Pilsen? 22:58 Where would Lawrence take a new investor who can't buy a new construction, but is looking for a solid but attainable investment? 25:15 Who is buying new construction buildings and how does new construction compare to rehabbed buildings? 28:50 What other areas is Lawrence seeing with good investment opportunities? 33:50 What are some signs or things to look for in an area that is or will be experiencing development? 38:54 What is the approximate cost per square foot of new construction? 41:18 How to estimate taxes on new construction? Wrap Up Questions 47:21 What is Lawrence's competitive advantage? 48:32 What is the one piece of advice for new investors looking to buy their first property in Chicago? 49:57 What do you do for fun? 52:10 Good book, podcast, or self development activity that you would recommend? 54:18 Local Network Recommendation? 55:45 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jan 27, 202259 min

Ep 117Episode 117: Straight Up Tuesday Tip 21 - Blake McCreight Answers "As a buyer, how can I find wholesalers, get them to work with me, and what should I expect throughout the process?"

As a buyer, how can I find wholesalers, get them to work with me, and what should I expect throughout the process? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Blake McCreight of Express Property Solutions ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jan 25, 202212 min

Ep 116Episode 116: CAA's Advocacy and Education for Chicagoland Housing Providers with Tom Benedetto

On today's episode, our guest Tom Benedetto explains how the Chicagoland Apartment Association (CAA) is a strong voice in the fight for fair and lawful protection of Housing Providers across Chicagoland. Tom shares CAA's mission statement, the issues they are currently tackling, and the biggest challenges in the push for advocacy. Lastly, Tom closes with the goals that CAA has for the near future and how investors can get involved to support the fight. Listen in and if you find value in today's episode, please leave us a 5-star review and recommend us to a friend! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Tom Benedetto, Chicagoland Apartment Association Link: Freakonomics Podcast - Why Rent Control Doesn't Work Link: Shape Illinois - Supporting Housing Affordability, Progress, and Equality Link: The On-The-Way Delivery Platform | Roadie, A UPS Company Sponsors: Kiser Group and ClickInvest ----------------- Guest Questions 03:16 House Provider Tip: Setup keys or electronic access for maintenance purposes to avoid unnecessary trips to your property. 06:30 What is the CAA? 08:04 What does CAA do for investors? 09:43 At which point does it make sense for an investor to become a member of CAA? 10:44 What makes you passionate about this work? 12:39 What issues does CAA advocate for and take a lead on? 14:06 How does CAA work alongside other real estate advocacy organizations? 18:39 How do the recently passed Rent Control Referendums in the Twin Cities impact CAA's work? 19:49 What is Rent Control and what are the real reasons investors are against it? 21:38 What are the main topics/issues that CAA is currently focusing on? 23:15 How is CAA effectively communicating with busy legislators to ensure they are being heard? 24:51 What are the biggest challenges that CAA faces during their daily work? 26:40 What other resources does CAA have that investors could use for education? 28:40 What would Tom like to see CAA accomplish 5 years from now? Wrap Up Questions 31:04 What has been your competitive advantage? 31:50 One piece of advice for new investors. 32:29 What do you do for fun? 33:30 Good book, podcast, or self development activity that you would recommend? 34:37 Local Network Recommendation? 35:25 How can the listeners learn more about you and provide value to you? That's our show! Thanks for tuning in! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jan 20, 202238 min

Ep 115Episode 115: The Current State of Chicago's Northside Real Estate Market with Managing Broker Brie Schmidt

Wondering if it's time to jump into the Chicago Real Estate Market? Brie Schmidt provides a recap of the 2021 market and dives into the current trends and expectations for 2022. Brie explains how low inventory has impacted the market and how buyers have had to readjust their expectations. She also discusses lending challenges on properties in her area of expertise, Chicago's North Side. Brie drops street-level knowledge on neighborhoods and how buyers in different life stages are choosing where to invest. If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Brie Schmidt of Second City Real Estate Link: Getting Things Done (Book Recommendation) Sponsors: Kiser Group and Pentwater Cabinetry. ----------------- Guest Questions 00:58 Negotiation tips to facilitate your transactions. 04:17 House Provider Tip: Choose a discreet location for your lockboxes to avoid break-ins! 06:50 What was the most surprising part of 2021? 09:30 How have buyers been reacting to the lack of inventory and how is inventory today? 12:20 How is Brie handling buyers and helping them purchase investment properties during a hot seller's market? 18:28 What is the common dilemma buyers wrestle with in this seller's market and what's an alternative perspective they can take? 21:00 How is the conversation on a purchase different when comparing house hackers to straight up investors? 23:10 How have lending and rates changed during this hot market and the pandemic? What have been some of the challenges? 27:17 What neighborhoods saw the largest growth in 2021? 30:30 How have some fringe neighborhoods changed over recent years? How do buyers reset their tenant expectations in these areas? 34:38 Considerations investors should have when analyzing buildings with deferred CapEx and maintenance. 36:26 What are Brie's thoughts on the City's issues with taxes, pensions, and crime? 43:42 Other perspective changes buyers can/should make in today's market? 46:51 What neighborhoods are over-inflated? Wrap Up Questions 48:57 What is Brie's competitive advantage? 49:34 One piece of advice for new investors. 50:27 What do you do for fun? 51:58 Good book, podcast, or self development activity that you would recommend? 52:20 Local Network Recommendation? 53:48 How can the listeners learn more about you and provide value to you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jan 13, 202255 min

Ep 114Episode 114: Straight Up Tuesday Tip 20 - Perry Farella Answers "How are lenders handling ADU requests from investors looking to add a legal unit to an existing property?"

How are lenders handling ADU requests from investors looking to add a legal unit to an existing property? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Perry Farella of Prime Lending | Perry's Blog ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2022.

Jan 11, 202212 min

Ep 113Episode 113: Refugee Tenant Placement in Chicago With World Relief Organization (WRO)

World Relief Organization (WRO) Chicagoland is a humanitarian organization whose focus is to aid refugees and immigrant families in finding housing and rebuilding their lives in Chicago. As a Chicagoland housing provider, there is not only good that you can do by partnering with WRO, but you can also benefit from a stream of applicants with specified subsidies. Today WRO's own Susan Sperry and Nathan White talk about the organization's mission, services, challenges with resettling families, and how others can provide value to WRO. It's easy to focus on goals that serve our own needs, but our guests share great ways that investors and landlords can help a bigger cause while sustaining a profitable business. Listen in to learn how WRO is providing tremendous value to refugees and how it may tie into your business goals. Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Susan Sperry and Nathan White of World Relief Organization Chicagoland Link: The Neighbor Project Link: The Lead Stories Podcast Link: Questions on Specific Housing or Opportunities with WRO Link: Questions for Nathan Sponsors: Kiser Group and Pavlovcik Architecture. ----------------- Guest Questions 01:51 House Provider Tip: Submit an FOIA request as part of your due diligence during the buying process. 03:50 Quick background on Susan and Nathan and how they ended up on the podcast. 06:20 Who is the World Relief Organization (WRO) and what is their mission? 08:28 What are the services that WRO provides? 10:21 What large refugee surges have there been in Chicagoland recently and historically? 12:55 How are refugees chosen to resettle in Chicago? 14:48 How can investors and housing providers be of assistance to WRO? 16:15 Why aren't more landlords contacting WRO to fill vacancies and what are the challenges when trying to find housing for refugees? 21:58 Is there any specific type of housing or location that WRO is searching for? 25:10 How is WRO helping refugees with education? 29:12 What are other ways that listeners can provide value to WRO? 31:26 What is the typical housing size that WRO is searching for and how is WRO funded? Wrap Up Questions 32:18 What is the competitive advantage of WRO? 33:07 One piece of advice for anyone looking to work with WRO. 33:40 What do you do for fun? 34:13 Good book, podcast, or self development activity that you would recommend? 34:51 Local Network Recommendation? 35:25 How can we learn more about you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Jan 6, 202237 min

Ep 112Episode 112: Spotting Chicago Development Trends and Opportunities with Chicago Cityscape's Casey Smagala and Steven Vance

So what happened in the Chicago real estate market in 2021 and where are we headed in 2022? Our guests today, Casey Smagala and Steven Vance both of Chicago Cityscape, are here to share data you won't want to miss. Casey and Steven explain how their data aggregation software allows them to efficiently analyze neighborhoods and identify paths of progress. They present which areas in Chicago with planned developments that they are bullish on, and also provide insight on Additional-Dwelling Units (ADUs) and how the Pilot Program has unfolded since its inception. Casey and Steven close by providing their outlook on Chicago Real Estate and explain how the fundamentals to continuing growing are in place! Tune in to learn how Chicago Cityscape can help you save time and give you a competitive advantage when researching your next project! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Casey Smagala and Steven Vance of Chicago Cityscape Link: Chicago Cityscape Link: Chicago for Chicagoans Link: INVEST South/West Link: City of Chicago :: Additional Dwelling Units (ADU) Ordinance Sponsors: Pentwater Cabinetry and Pavelchak Architecture ----------------- Guest Questions 02:20 House Provider Tip: Ensure that tenants' holiday decorations are being taken down and cleaned up in a timely manner! 05:20 What is Chicago Cityscape and who uses the software? 06:20 What is the advantage of using Cityscape? 08:15 What areas in Chicago saw the highest increases in sales and development in 2021? 11:15 Were Casey and Steven able to foresee any trends given available data? 12:30 What were the biggest surprises in 2021 after reviewing the data and what are the implications of converting a non-conforming unit into an Additional-Dwelling Unit (ADU)? 18:22 What areas in Chicago still have room to grow? 22:15 What are overlooked data points when trying to find hidden value in properties? 25:18 How did the 5 ADU pilot areas get selected? 28:55 Is Cityscape beneficial to smaller investors or who can benefit from Cityscape? 30:52 Overall, do you see Chicago continuing to trend positively given development data? Wrap Up Questions 36:45 What competitive advantage does Cityscape provide? 37:10 One piece of advice for new investors. 37:36 What do you do for fun? 39:10 Good book, podcast, or self development activity that you would recommend? 40:55 Local Network Recommendation? 42:25 How can we learn more about you? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Dec 30, 202145 min

Ep 111Episode 111: Straight Up Tuesday Tip 19 - Blake McCreight Answers "What is a wholesaler and as an investor why should I care?"

What is a wholesaler and as an investor why should I care? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Blake McCreight of Express Property Solutions ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Dec 28, 202110 min

Ep 110Episode 110: The Future of Real Estate with Neal Bawa

Regardless of which real estate assets you fancy, you are about to experience massive disruption in the upcoming years. That's according to the mad scientist of multifamily and returning guest Neal Bawa (previously on episode 26). Neal drops a fascinating outlook on the retail sector, particularly shopping malls and their post-COVID recovery. He also shares why he believes cap rates will continue to compress, and the drastic effects of tokenization and 3D printing will have on REI. Listen in to get your mind blown and then leave us a review! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Neal Bawa of Grocapitus Link: Grocapitus Website Link: Multifamily University | Free eBook: Location Magic | Join Our Investor Club Link: The World's Largest 3D-Printed Community Is Coming to Texas | Architectural Digest Link: Disruptive Trends with Neal Bawa - Multifamily University Link: Episode 26: Neal Bawa's Thoughts on Chicago, Opportunity Zones, and Current Economic Conditions Link: Lofty AI Sponsors: Appeal.tax and Essex ----------------- Guest Questions 02:38 Use technology and other resources to improve efficiencies and recapture time in your business! 06:35 What are Neal's top disruptive trends in multi-family and his take on retail? 16:03 What is the final reason why most retail malls are not going out of business? 17:22 What is the future for small mixed-use buildings in typical neighborhoods? 20:32 Which sector is Neal focusing on? 22:55 How is the industrial/e-commerce sector projected to grow compared to multi-family? 24:30 How does Neal incorporate interest rate increases when underwriting? Neal debunks the myth of the relationship between cap rates and interest rates. 29:51 What does the future hold as cap rates continue to compress and how do cap rates in the United States compare to other developed economies in the world? 32:49 Will wages keep up with inflation and how this impacts rent increases? 37:20 Will the amount of people renting increase and how home affordability has changed? 38:42 What is tokenization in real estate and which players are leading the charge of tokenization? 49:35 How will 3D printing change real estate investing? Wrap Up Questions 54:18 What is Neal's competitive advantage? 55:09 One piece of advice for new investors. 56:10 What do you do for fun? 57:17 Good book, podcast, or self development activity that you would recommend? 57:47 Local Network Recommendation? That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Dec 23, 20211h 0m

Ep 109Episode 109: How to Tackle Large Scale Developments in Chicago with Matt Katsaros

You know how you see larger developments on major intersections and wonder "who's doing that?" Well the answer is people like today's guest Matt Katsaros. Matt started his real estate career as a top-performing commercial broker at Kise before transitioning to a director of acquisitions at Pangea. Those extraordinary experiences primed him for investing in Chicago and he has found his best returns to be in the development space. Matt provides tremendous insights into the unique due diligence process, and zoning process required for development. In addition he covers how to successfully raise money, structure deals, and handle the current supply chain mayhem. Matt finishes the episode with his thoughts on Chicago's cap rates and why he's anchoring down here. Tune in to learn about extreme scaling that will certainly get you out of your comfort zone. Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Matt Katsaros of Wildwood Investments LLC Link: SUCI's Facebook video showing a post-demo, but before the open web trusses are installed. Link: Real Estate for Breakfast Sponsors: Appeal.tax and Pavlovcik Architecture ----------------- Guest Questions Housing Provide Tip Of The Week 08:15 Transitioning from brokerage to development in Chicago 14:56 Takeaways for your career from working w/Pangea 19:43 How to exponentially grow your real estate portfolio? 24:39 How are you finding deals and raising money? 27:51 What does it take to get a zoning approval in Chicago? 30:58 How have you adjusted your rehab budget with the Covid price increases? 34:37 How do you structure your investors' payouts? 36:47 Real estate partnerships 41:44 Where do you see Chicago cap rates going in the next 12 months, 24 months? 44:46 Wrap Up Questions What is your competitive advantage? 51:48 Advice for a new investor? 52:56 What do you do for fun? 53:46 Self development activity? 54:22 Network recommendation? 55:13 How can we learn more about you? 55:57 That's our show! Thanks for tuning in! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Dec 16, 202151 min

Ep 108Episode 108: Straight Up Tuesday Tip 18 - Perry Farella Answers "What closing costs and credits can I expect on my HUD statement?"

What closing costs and credits can I expect on my HUD statement? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Perry Farella of Prime Lending | Perry's Blog ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Dec 14, 202116 min

Ep 107Episode 107: Lessons From a 300k Rehab on My Near West Side Househack with Alex Martinez

You may have already listened to our househacking from hell episode (Episode 89). Today, we don't have tenants stealing cars or anyone overdosing, but we do have typical obstacles faced with a first-time househack; all compounded with the fact that this project included a gut rehab. Our guest today, Alex Martinez, dove in head first, encountered numerous challenges, and has not only lived to tell about it, but he now owns a wonderful 3-unit building and accumulated more experience than most early investors. Whether you are experienced or just starting out, tune in as Alex candidly talks through his experience from start to finish to learn something new. Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Alejandro Martinez of Century 21 SGR Link: Episode 89: My Tenants Stole My Car; The Chicago House Hack from Hell with Joey Pochinskas Link: Building Permit and Inspection Records: Agreement Sponsors: Appeal.tax and Pavlovcik Architecture ----------------- Guest Questions Housing Provide Tip Of The Week 02:14 Why did I buy my first investment property near the United Center? 05:06 What to look for when buying in a new Chicago neighborhood? 09:00 Understanding the negotiation & due diligence in a Chicago real estate transaction. 10:25 How do you look up City of Chicago building violations for a specific property? 16:49 Best advice when having to get plans and permits in Chicago! 18:40 Breaking down the emotional roller coaster of buying an investment property in Chicago. 22:32 Red flags looking back on my first Chicago rehab. 32:40 Wrap Up Questions Competitive advantage? 40:20 Advice for new investors? 51:10 What do you do for fun? 53:00 Self development recommendations? 53:50 That's our show! Thanks for listening! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2021.

Dec 9, 202153 min