Straight Up Chicago Investor

The tables turn this week as Mark Ainley gets interviewed by Tom Shallcross, returning the favor from Episode 235 (episode link in show notes)! Tom starts by asking Mark about his childhood and upbringing; spoiler alert - there is mention of Mark's frosted-tips phase while vacationing in Mexico!! Mark breaks down his start in real estate, the genesis of GC Realty & Development, and the early REI ventures that he and his business partner Bryan took on. He discusses his experience with repositioning office buildings and industrial investments displaying the range of his investing journey. Mark closes with tremendous insights on his most recent project involving rehabbing of a residential property and partnering up with a younger investor. This episode is full of golden nuggets and funny stories that you won't want to miss! 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] Guests: Mark Ainley, GC Realty & Development Link: Mark's Instagram Link: SUCI Ep 235 - Tom Shallcross Link: John Warren's Meetup Link: NBOA - 2024 Summer Soiree Link: Bibek Das (Network Referral) Link: The Psychology of Money (Book Recommendation) ----------------- Guest Questions 04:15 Intro to our special guest, Mark Ainley! 15:04 The Genesis of GC Realty! 19:50 GC Realty's shift to property management. 21:55 Navigating the Housing Crash. 39:23 Shift to industrial investments. 48:00 Jumping back into rehabbing properties! 61:11 What is your competitive advantage? 61:38 One piece of advice for new investors. 62:08 What do you do for fun? 63:05 Good book, podcast, or self development activity that you would recommend? 64:04 Local Network Recommendation? 64:46 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Sarita Scherpereel and Megan Osberger join us to discuss three overlooked neighborhoods and why they anticipate tremendous growth in those areas! Sarita and Megan start by discussing how a new Metra stop in the Andersonville and Edgewater neighborhoods is going to take that area to the next level! They break down the new CTA green line stop at Damen/Lake and explain the growth that it could bring to the United Center area and surrounding neighborhoods. The duo shifts west to share insights on the "Triangle" west of Humboldt Park. They drop nuggets on the housing stack and the renovation required to achieve maximum ROI. Sarita and Megan close with an extremely bullish outlook on Chicago and empowering words on why now is the time to take action! 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] Guests: Sarita Scherpereel and Megan Osberger, Straight Up Sarita Sells Team Link: Jim Erwin (Network Referral) Link: Straight Up Sarita Sells Meetup ----------------- Guest Questions 01:52 Housing Provider Tip - Tips on providing a 5-Day notice. 03:57 Intro to our guests, Sarita Scherpereel and Megan Osberger! 04:33 New Peterson-Ridge Metra Stop in Andersonville/Edgewater! 11:44 Upside brought by the new Damen Green Line Stop! 22:22 The "Triangle" West of Humboldt Park! 35:32 The Future of Chicago. 38:30 What is your competitive advantage? 39:58 One piece of advice for new investors. 40:16 What do you do for fun? 40:47 Good book, podcast, or self development activity that you would recommend? 41:19 Local Network Recommendation? 42:51 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

How are local Chicago real estate transactions different than they were a year ago? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Bibek Das, Das Law ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Want to hear an inspirational story about two teachers leaving their W2 and amassing over 20 rental units over a few short years? If so, then this show is for you! Blaine and Lily talk about their decision to leave their jobs as educators to become full-time real estate agents and investors! They discuss specific suburb markets that they target along with pros and cons of the BRRRR strategy. Lily and Blaine share their vast experience with short-term rentals and dive deep on top considerations to set yourself up for success. Through the show, the duo provides repeated examples of how they just took action and let experience be the best teacher and largely attribute their success to that! 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] Guests: Blaine and Lily Kosek, The Blaine Kosek Team Link: Krush It With The Koseks (TikTok) Link: Rich Dad Poor Dad (Book Recommendation) Link: Atomic Habits (Book Recommendation) ----------------- Guest Questions 02:11 Housing Provider Tip - Perform preventative maintenance on gutters and downspouts to be prepared for rain season! 03:58 Intro to our guests, Lily and Blaine Kosek! 05:32 Leaving teaching to pursue real estate! 19:27 The Kosek Meetup Group! 24:16 The Pitfalls of the BRRRR strategy. 29:32 Opportunity in DeKalb. 35:10 Ins and outs of short term rentals! 43:45 Considerations for lake-front AirBNBs. 50:50 Best suburbs for short term rentals. 60:20 The Future of the Koseks! 62:52 What is your competitive advantage? 64:06 One piece of advice for new investors. 66:00 What do you do for fun? 66:21 Good book, podcast, or self development activity that you would recommend? 67:12 Local Network Recommendation? 67:48 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Dain Laverty is a Managing Partner of Property Pals; a company that specializes in acquiring off market real estate through a variety of methods! Dain shares his start in real estate including his first deal on Chicago's south side sourced from Craigslist! He discusses finding his business partner and how he identified their complementary skill sets. Dain discusses different strategies for acquiring off market properties including Subject to and gives pointers on approaching potential sellers! Throughout the episode, Dain drops great insights on transitioning from corporate America to real estate and emphasizes the importance of having a "take action" mindset! 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] Guests: Dain Laverty, Property Pals USA Link: SUCI Ep 64 - Frank Montro Link: All-In Podcast Link: The Go Giver (Book Recommendation) Link: Dain's Instagram ----------------- Guest Questions 02:37 Housing Provider Tip - Build and keep rapport with your residents to make your life easier! 04:32 Intro to our guest, Dain Laverty! 13:50 How Dain found his business partner! 17:48 Keys to scaling. 26:03 Starting a conversation with a potential seller. 28:54 Expanding beyond Chicago Real Estate. 32:37 Sub2 Financing! 40:35 The Due on Sale clause. 47:49 Dain's outlook on Chicago! 53:50 What is your competitive advantage? 54:07 One piece of advice for new investors. 54:29 What do you do for fun? 54:46 Good book, podcast, or self development activity that you would recommend? 54:24 Local Network Recommendation? 56:23 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

What is the easiest way to declutter a home to maximize it's showing value? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Karen Welch, Moovers Chicago Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Straight Up Chicago Investor Podcast celebrates its 300th Episode! To celebrate the huge milestone, Mark and Tom answer questions from guests on all things Chicago REI! If you enjoy all the value the SUCI podcast brings, 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] Guests: Mark Ainley and Tom Shallcross, Straight Up Chicago Investor ----------------- Guest Questions 03:55 How to maximize rent in a hot market? 08:00 Biggest wins and losses in REI! 18:19 Changing REI strategies to promote progression! 21:00 BRRRR'ing single family homes vs multifamily rentals. 24:03 Advice letter from your 20-year old self! 26:16 Brick vs Frame Buildings. 31:15 Pros and Cons of CHA Tenants. 35:12 Chicago's new "Express Permit". 37:56 Best property management softwares. 39:55 Is rental arbitrage worth it? 42:45 Build-to-Rent in Chicago! 45:07 Managing security deposits. ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

David Lecko is an investor and CEO of DealMachine; a software that helps investors streamline the process of off-market property lead generation! David starts by discussing the genesis of DealMachine He does a deep dive on the 25 motivated seller lists that can be found on DealMachine or other applications. He emphasizes the importance of being persistent and putting in the reps as off-market lead generation is a numbers game. David closes with great tips on the importance of taking action and building a network to set yourself up for success! 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 Lecko, DealMachine Link: David's Instagram Link: The DealMachine REI Podcast Link: My First Million Podcast Link: Nick Gray (Network Recommendation) ----------------- Guest Questions 01:39 Housing Provider Tip - Perform a usability check during your turnovers to ensure everything is functioning appropriately! 02:34 Intro to our guest, David Lecko. 06:14 The Genesis of DealMachine. 10:04 DealMachine's Lists! 30:16 How new investors can start utilizing the lists. 33:02 Scripts for sellers and call-back expectations. 36:50 What is your competitive advantage? 37:13 One piece of advice for new investors. 38:07 What do you do for fun? 38:29 Good book, podcast, or self development activity that you would recommend? 38:54 Local Network Recommendation? 40:20 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Larry Baszynski and Scott Hodgden of Finance of America Commercial are seasoned lenders who have helped their investor clients build tremendous real estate portfolios and wealth. Larry and Scott discuss the products that their company offers including Fix and Flip loans, Construction Loans, and Long-Term loans for stabilized properties. They share common pitfalls and root causes of failed renovation projects. The duo explains how hard money loans are underwritten and what a borrower needs to know to set themselves up for a successful loan! This show is full of golden nuggets with emphasis on the importance of building your team and buying your next investment property sooner! 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: Larry Baszynski and Scott Hodgden, Finance of America Commercial Link: The Success System That Never Fails (Book Recommendation) Link: SUCI Ep 79 - Gary Davidson Link: SUCI Ep 50 - Andrew Holmes ----------------- Guest Questions 02:57 Housing Provider Tip - Ensure windows are properly caulked to prevent leaks! 04:34 Intro to our guest, Larry and Scott! 13:41 FOA Commercials' transition after being bought out. 15:06 FOA Commercials' products. 18:57 DSCR loans for stabilized properties. 25:44 Common causes of failed investments! 29:03 How interest rates are impacting lending! 35:25 Where are hard money funds sourced from? 36:49 Taking back a property on a failed project. 40:53 How aggressive can FOA Commercial get? 44:18 What happens if interest rates hit 10%? 46:02 What is your competitive advantage? 46:43 One piece of advice for new investors. 47:57 What do you do for fun? 48:23 Good book, podcast, or self development activity that you would recommend? 49:33 Local Network Recommendation? 51:00 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

What are tangible property regulations and how can investors leverage this IRS code to pay less in taxes? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Brenten Blakeman, Tangible Property Tax Methods Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Moses Hall is a top producing commercial real estate broker and leads a brokerage that serves investors, landlords, and tenants. Moses discusses his start in real estate, taking the plunge to start his own business, and the challenges that came with that. He dives into his geographical areas of focus in Chicago and his investment strategy. Moses sheds light on the Chicago Association of Realtors (CAR), his leadership position on the board, and the value that CAR brings to all its members. Moses closes with a bullish outlook on Chicago emphasizing why we are and will continue to be a world class city! 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: Moses Hall, MoHall Commercial & Urban Development Link: Kevin Rocio (Network Recommendation) Link: Moses' LinkedIn Link: SUCI Build Your Team ----------------- Guest Questions 02:00 Housing Provider Tip - Make yourself visible for CHA and City Inspections! 04:00 Intro to our guest, Moses Hall! 10:10 Biggest unforeseen challenge when starting a business! 11:49 Drama with Tiffany Henyard. 13:53 Moses' areas of focus. 16:16 Chicago Association of Realtors (CAR) and their mission! 23:39 Benefits of being a CAR member. 25:43 How is CAR working with NAR on the recent settlement? 37:27 Other areas of focus for CAR! 40:47 Efforts to make adding affordable housing easier. 41:55 Moses' outlook on Chicago. 43:33 What is your competitive advantage? 44:07 One piece of advice for new investors. 44:38 What do you do for fun? 44:55 Good book, podcast, or self development activity that you would recommend? 45:26 Local Network Recommendation. 49:59 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Brian Tibbs is an investor and best-selling author who teaches others how to thrive financially! Brian starts by sharing how he hit the ground running by house hacking multiple properties and scaling up to 10-units before the age of 30! He explains how he saved money for down payments and the setbacks he experienced during his early REI days. Brian explains "The HACKER Method" - a wealth-building system to "hack" your lifestyle to grow great wealth. He breaks down each part of the system and reveals the practical steps to save more, invest more, and build wealth. Throughout the show, Brian emphasizes the importance of strategically budgeting and investing for anyone looking to thrive financially! 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: Brian Tibbs of The Unexpected Investor Link: The Unexpected Investor Calculators Link: All-In Podcast Link: The 21 Irrefutable Laws of Leadership Link: Brandon Turner Instagram ----------------- Guest Questions 03:11 Housing Provider Tip - Understand HOA rules if you're considering changing flooring! 05:15 Intro to our guest, Brian Tibbs! 11:24 Brian's RE acquisitions following his first duplex. 16:21 Early setbacks that Brian experienced! 19:07 Intro to The HACKER Method! 29:50 The power of compounding money. 41:00 How to scale responsibly. 43:55 Jumping into short-term rentals. 49:45 How anyone can apply the HACKER method! 54:16 Passing on good financial habits to your children. 57:33 What is your competitive advantage? 58:19 One piece of advice for new investors. 59:08 What do you do for fun? 59:37 Good book, podcast, or self development activity that you would recommend? 60:56 Local Network Recommendation? 61:56 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

What items need to be covered in a successful operating agreement? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Chance Badertscher, Lavelle Law Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Anthony Rodriguez is an experienced Chicago Property Manager who manages over 300 units for Drexel Properties! Anthony starts by discussing his previous experience in other industries and how those skills have translated into his real estate career. Then, Tom and Anthony retell the story of how their team managed a boiler explosion in a multifamily building. They break down how they notified the City and other stakeholders, relocated tenants, coordinated the boiler repair and City Inspections, and finally returned tenants back to the building! This episode is full of great insights on how to correctly handle building emergencies and the importance of having a network to manage these unfortunate incidents! 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: Anthony Rodriguez, Drexel Properties Link: SUCI Ep 154 - Jeff Weinberg ----------------- Guest Questions 02:10 Housing Provider Tip - Ensure you have contacts for special equipment repairs! 03:54 Intro to our guest, Anthony Rodriguez! 05:57 Anthony's start with Drexel Properties! 10:08 The Boiler Blowup Story! 24:06 Relocating tenants during an emergency. 30:26 Other damages caused by the incident. 36:46 Tenants return to the building. 39:02 Could the incident have been prevented with additional due diligence? 48:12 What is your competitive advantage? 48:37 One piece of advice for new investors. 48:57 What do you do for fun? 49:19 Good book, podcast, or self development activity that you would recommend? 49:47 Local Network Recommendation? 50:14 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Chicago Native Dorian Bezanis is the president of ALPHA Adjusting and has nearly four decades of investing experience in Chicago's Northside! Dorian jumps right in by discussing the investing portfolio he's built in Edgewater and Rogers Park over the last 37 years. He explains the role of a public adjuster, the immense value they bring to investors. Dorian gets granular by sharing how to handle fires and other losses at investment properties. He closes with a five year outlook on Chicago including a bullish take on rent growth! 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: Dorian Bezanis, ALPHA Adjusting | Email Dorian ([email protected]) Link: The Mysterious Case of Rudolf Diesel (Book Recommendation) Link: Andy Dolliff (Network Referral) ----------------- Guest Questions 01:16 Housing Provider Tip - Ensure you have a punch list for turnover to handle! 02:44 Intro to our guest, Dorian Bezanis! 06:57 Breaking down Dorian's portfolio! 17:28 Advice to new investors from 37 years of experience! 25:17 Understanding the value of Public Adjusters. 37:15 Handling fires and other claims! 48:48 Dorian's 5 year outlook on Chicago real estate. 54:02 What is your competitive advantage? 54:15 One piece of advice for new investors. 54:24 What do you do for fun? 54:41 Good book, podcast, or self development activity that you would recommend? 55:46 Local Network Recommendation? 57:14 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

How does the draw process work when taking on a construction loan? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Eric Workman, Renovo Financial Link: Workman Lending Team - Renovo Financial - Real Estate Investment Loans ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Neena Vlamis is the President and Owner of A and N Mortgage. Born and raised in Chicago, she discusses building her mortgage company along with developing an impressive real estate investment portfolio in Chicago. Neena starts by explaining how she scaled her mortgage company, building a culture, and behind the scenes challenges. She provides insights on how lending regulations vary across states and talks about what makes A and N unique. Neena gives her take on adapting to a higher interest rate market and the recent NAR settlement. She closes with a bullish outlook on the Chicago Real Estate market! 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: Neena Vlamis, A and N Mortgage Link: SUCI Ep 250 - Jonathan Klemm ----------------- Guest Questions 01:10 Housing Provider Tip - Keep up with landscaping to avoid fines from the city! 03:01 Intro to our guest, Neena Vlamis! 07:01 Neena's early lending and investing days! 13:47 Scaling the mortgage lending business. 16:18 Maintaining culture in a business. 20:19 Behind the scenes lending challenges. 24:16 Neena's other investments! 32:24 Differences in lending across states. 35:08 What makes A and N Mortgage unique? 38:29 Adapting to higher interest rates. 41:44 Neena's outlook on Chicago and the Real Estate Industry! 45:50 What is your competitive advantage? 46:04 One piece of advice for new investors. 46:13 What do you do for fun? 46:36 Good book, podcast, or self development activity that you would recommend? 47:03 Local Network Recommendation? 48:13 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Andrew Dorazion is a former Army officer and accomplished real estate broker, investor, and property manager! Andrew jumps right in with a cool story involving a funeral home turned short term rental! He shares tips on finding partners and structuring partnerships to help scale more quickly. Andrew drops valuable nuggets on pumping a building's NOI through reconfigured floor plans and adding ADUs. He does a deep dive on the Zoning Change Process in Chicago! Throughout the show, Andrew emphasizes the importance of taking action to propel your growth in real estate and any other endeavor! 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: Andrew Dorazio, Dorazio Real Estate Link: BCG Real Estate Group Link: Andrew's ADU Blog Link: My First Million (Podcast Recommendation) Link: Buy Then Build (Book Recommendation) Link: SUCI Ep 245 - JD Modrak Link: SUCI Ep 224 - Jason Wagner ----------------- Guest Questions 02:00 Housing Provider Tip - Maintain AC units as the weather gets warmer! 03:15 Intro to our guest, Andrew Dorazio! 03:45 Andrew's "killer" deal! 07:28 Andrew's start in real estate. 12:11 How to find partners to scale faster? 17:00 Early mistakes on Short Term Rentals. 24:04 Ways to reposition an asset. 35:05 The Process of a Zoning Change! 44:56 Building Department for requirements for ADUs! 50:25 What's next for Andrew and his team? 53:14 What is your competitive advantage? 54:03 One piece of advice for new investors. 55:34 What do you do for fun? 56:17 Good book, podcast, or self development activity that you would recommend? 57:48 Local Network Recommendation? 58:38 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Where Are Interest Rates Heading and What's Happening in The Capital Markets? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Eric Workman, Renovo Financial Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Joey Coleman is a best selling author and founder of a branding firm that specializes in helping businesses retain customers and employees! Joey jumps right in by explaining the difference between customer service and customer experience. He explains the best ways to handle routine tenant check ins and disagreements with tenants all through the lens of optimizing customer experience. Joey shares how the Eight Phases to "Never Lose a Customer Again" apply to prospective tenants. Joey closes with an amazing story of how a human-level connection and a small gift resulted in a tremendous business opportunity! 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: Joey Coleman, Design Symphony Link: Never Lose A Customer Again Link: Never Lose An Employee Again Link: Dan Gingiss (Network Referral) Link: Careers | GC Realty & Development, LLC ----------------- Guest Questions 03:23 Housing Provider Tip - Run your investment properties like a business and treat your residents like clients. 03:51 Intro to our guest, Joey Coleman! 07:04 Customer service vs customer experience! 14:00 To check in with the tenant or not? 16:29 Reassuring tenants after move-in. 23:47 Phases to Never Lose a Customer Again! 41:10 How to handle disagreements with tenants? 50:58 Gifts and the $35,000 golf ball! 56:56 Advice to 20 year old Joey Coleman. 59:16 What is your competitive advantage? 59:42 One piece of advice for new investors. 60:16 What do you do for fun? 60:57 Good book, podcast, or self development activity that you would recommend? 62:44 Local Network Recommendation? 64:00 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Sabrina Wottreng is a Chicago-based Publicist and a "Friend of the Pod." Sabrina's company specializes in the real estate sector and has helped many Chicago-area real estate teams with their public relations (PR) and communications strategies. Sabrina explains how she got started in PR and her introduction into commercial real estate. She dives into the value-add that her company brings to real estate investors and gives tips on building an online presence and reputation. Sabrina emphasizes the importance of LinkedIn, building your network, and even updated headshots if you're an investor looking to scale. This show is full of amazing tips you likely have not considered and can easily leverage to scale your real estate business. 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: Sabrina Wottreng of Sabrina Wottreng Public Relations Link: Sabrina's LinkedIn Link: SUCI Ep 274 - Marc Rutzen Link: SUCI Ep 275 - Mike Kehoe Link: SUCI Ep 124 - Aaron Galvin Link: The Messy Middle (Book Recommendation) Link: Brian McConkey Photography ----------------- Guest Questions 03:23 Housing Provider Tip - Consult with your attorney before negotiating with problem tenants. 05:07 Intro to our guest, Sabrina Wottreng! 08:18 Sabrina's start in real estate! 11:48 Sabrina's PR services! 20:08 Importance of reviews and reputation. 24:58 When should investors start caring about their online presence? 29:12 Marketing for Investors 101! 36:17 Building your network as a new investor! 40:49 Importance of headshots! 45:36 Sabrina's value proposition to investors! 51:18 What's next for Sabrina? 52:30 What is your competitive advantage? 52:50 One piece of advice for new investors. 53:18 What do you do for fun? 53:40 Good book, podcast, or self development activity that you would recommend? 54:22 Local Network Recommendation? 55:04 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

How is DSCR calculated, and how does it affect investors' ability to borrow? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Eric Workman, Renovo Financial Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Jared Kott returns to share the ups and downs of his real estate journey that started just over 10 years ago when he left the corporate world! Jared gets right into it by talking about the challenges of operating in C/D class neighborhoods! He shares the cold hard truth of dealing with a slip-and-fall incident at one of his properties where he was found guilty in court. Jared provides insights on the trajectory of the Southeast side and on putting emotion aside to deal with non-paying tenants. Jared closes by talking about his adventures in Michigan involving awesome short-term rentals and boat rentals! 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: Jared Kott, Marblestone Property Group Link: SUCI Ep 11 - Jared Kott Link: SUCI Ep 79 - Gary Davidson Link: 12 Week Year (Book Recommendation) ----------------- Guest Questions 02:00 Housing Provider Tip - Shop around for home insurance to get the best value. 04:02 Intro to our guest, Jared Kott. 07:03 Reflecting on a decade of experience! 14:22 Jared's recent slip-and-fall incident. 26:23 Trajectory of Chicago's Southeast Side! 42:34 Dealing with non-paying tenants. 48:50 Jared's Michigan adventures! 56:25 What is your competitive advantage? 56:55 One piece of advice for new investors. 57:22 What do you do for fun? 57:40 Good book, podcast, or self development activity that you would recommend? 58:17 Local Network Recommendation? 58:42 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Rory Rubin, founder of S.I. Container Builds, joins us to explain how her company's Container Homes is a high-quality solution to current housing affordability and inventory issues! Rory starts by explaining her background in social work and the process of starting up S.I. Container Builds! She breaks down specs and pricing of container homes illustrating the quality and affordability when compared to traditional home construction. Rory gives the 101 on the building process and overlooked considerations for modular home construction! Throughout the show, Rory hammers home the importance of doing good by others and delivering quality products that you can stand behind! 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: Rory Rubin, S.I. Container Builds | Email Rory Link: SUCI Ep 134 - Josh Braun Link: Larisa Drake (Network Referral) Link: Linsey Cohen (Network Referral) ----------------- Guest Questions 02:16 Housing Provider Tip - Get quotes early for best pricing on your spring projects! 04:18 Intro to our guest, Rory Rubin! 08:20 Getting funding for a startup. 15:26 SI Container Builds' clientele! 19:43 Common specs on container homes. 22:24 Container home pricing. 26:05 Considerations for building container homes in Chicago! 32:08 The building process. 39:25 The future of the container home industry. 43:08 What is your competitive advantage? 43:38 One piece of advice for new investors. 44:22 What do you do for fun? 44:48 Good book, podcast, or self development activity that you would recommend? 45:44 Local Network Recommendation? 46:28 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

What should I expect on the final walk through from both the buyer and seller side? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Chance Badertscher, Lavelle Law Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Brendon starts by sharing his buy box and how he was ready to pounce when he found the right property. Brendon and Sarita share great insights on how to jump at opportunities when the competition is fearful. Brendon explains worrisome moments and lessons learned during the purchase of his househack both before and after closing. Brendon breaks down the new 5% down lending product that everyone is talking about but few investors have actually utilized. This show is full of great tips for aspiring househackers and seasoned investors alike! 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] Guests: Brendon Heneks & Sarita Scherpereel, Fairway Independent Mortgage Link: SUCI Ep 238 - Mike Facchini Link: SUCI Ep 247 - Sarita Scherpereel Link: Millionaire Next Door (Book Recommendation) Link: Ken (Inspector Referral) ----------------- Guest Questions 03:20 Housing Provider Tip - Consider upgrading landscaping during the spring season. 04:36 Intro to our guests, Brendon Heneks and Sarita Scherpereel! 09:12 Brendon's househack search! 11:08 What to know about gift funds. 14:15 Brendon's buy box! 19:50 Opportunities in higher market time properties. 25:50 Mindset of buying in a higher interest market. 31:04 Worrisome moments while under contract! 39:36 Brendon's lessons learned after his first multi-unit purchase. 40:44 Outlook on Chicago. 45:11 What is your competitive advantage? 46:16 One piece of advice for new investors. 46:54 What do you do for fun? 47:13 Good book, podcast, or self development activity that you would recommend? 48:10 Local Network Recommendation? 49:10 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

David Shifrin, the doctor of Motor Row, returns with his real estate agent Rob Sikkel to discuss how he's grown his portfolio with quality multifamily properties over the last 2 years! David starts by explaining his investing strategy and how he's acquired 5 multifamily buildings since his last appearance on SUCI! David and Rob dive into the details of how they built their buyer-agent relationship to propel their growth. The duo breaks down a homerun deal in Bucktown involving splitting a double lot and selling half of it! Golden nuggets are dropped on the West Town neighborhood and best "bang for your buck" renovation items. 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 Shifrin & Rob Sikkel, Elite Chicago Properties and At Properties Link: SUCI Ep 48 - David Shifrin 1st Episode Link: Rob Sikkel (Realtor) Link: Jodi Dougherty (Network Referral) ----------------- Guest Questions 03:49 Housing Provider Tip - Ensure you're prepared for freezing and thawing cycles during the spring season. 05:17 Intro to our guests, David Shifrin and Rob Sikkel. 08:04 David's investing strategy! 09:45 Building a great buyer-agent relationship! 17:02 Double lot, homerun deal! 28:51 The property search process. 31:47 Breaking down West Town! 34:45 Insights on renovation! 37:30 Dealing with higher interest rates and tapping into equity. 40:44 Outlook on Chicago. 42:04 What is your competitive advantage? 42:58 One piece of advice for new investors. 44:34 What do you do for fun? 46:09 Good book, podcast, or self development activity that you would recommend? 47:02 Local Network Recommendation? 48:35 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

What expectations should I establish for my tenants' move outs? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Karen Welch, Moovers Chicago Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

BiggerPockets Host, Author, and Real Estate Expert, David Greene returns to Straight Up Chicago Investor and holds nothing back as he explains how he dealt with fraud in his real estate portfolio. David explains why real estate is not an end-all solution to your financse and discusses the importances of reserves and playing defense, as outlined in his recent book Pillars of Wealth. He shares how he had 50 properties stolen from his portfolio and how that was part of a series of events that decimated his finances! David is extremely open and honest in explaining how he dealt with these troubling times and how he found support. This episode is a clear example of why it's important to have your business protected from all angles and understand that tumultuous times can happen to any of us! 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 Greene, The David Greene Team & The One Brokerage Link: Take David Greene's 6-Week Course! (Be sure to use our promo code "CHICAGO" when you register.) Link: David Greene's Instagram Link: Books by David Greene Past Bigger Pockets Guest Episodes: SUCI Ep 85 - David Greene | SUCI Ep 166 - J Scott | SUCI Ep 186 - Scott Trench Link: Extreme Ownership (Book Recommendation) Link: A Better Life with Brandon Turner ----------------- Guest Questions 02:10 Housing Provider Tip - Regularly check your entities on the Secretary of State website. 03:37 Intro to our guest, David Greene! 11:11 Understanding "Defense" in Business! 14:09 David's Fraud Story. 28:21 Bouncing back during tough times. 36:18 Finding the right support group. 41:16 Succeeding in a high interest rate market! 49:37 The Future of BiggerPockets! 53:00 10 year horizon for David Greene! 55:36 What is David's competitive advantage? 56:22 One piece of advice for new investors. 57:12 What do you do for fun? 58:19 Good book, podcast, or self development activity that you would recommend? 60:56 Local Network Recommendation? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Janelle Iaccinio is Rose Pest Solutions' Marketing Director and Chicago's "Bug Girl"! Janelle starts with the history of Rose Pest Solutions which dates back to the Abraham Lincoln era! She dives deep on rats, roaches, and bedbugs including common causes and practices to control them. Janelle mixes in a couple pest horror stories and debunks pest myths! Throughout the show, Janelle emphasizes the importance of taking pests seriously to prevent larger scale problems in 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: Janelle Iaccino, Rose Pest Solutions Link: Janelle's LinkedIn Link: Dennis Huyck (Network Referral) ----------------- Guest Questions 02:16 Housing Provider Tip - Ensure your properties are tightly sealed to prevent pest issues. 03:12 Intro to our guest, Janelle. 06:30 The History of Rose Pest Solutions! 11:36 The Infamous Chicago Rat Imprint! 15:08 The 101 on Rats. 27:36 Ins and Outs on Roaches. 36:27 Dealing with Bedbugs. 48:45 Pest Myths Debunked! 54:31 What is Janelle's competitive advantage? 54:58 One piece of advice for new investors. 55:41 What do you do for fun? 56:43 Good book, podcast, or self development activity that you would recommend? 57:14 Local Network Recommendation? 58:03 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

What can potentially happen if I don't secure my investment property? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Nick Oberhouse, DAWGS ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Mike Kehoe is an experienced investor and entrepreneur who has created and sold multiple technology companies! He joins us to explain how his latest company is thriving in off-market real estate acquisitions and dispositions. Mike explains how he chose a real estate market to focus on and the grind of driving for dollars to find opportunities! He shares great tips on how to engage potential sellers of off-market real estate including the strategies his team has had the most success with. He discusses the importance of core values and building a quality team that aligns with those values. Mike closes with motivating words on cultivating a growth mindset to become the best version of yourself! 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: Mike Kehoe, VentureStack | Email Mike ([email protected]) Link: Mike Kehoe's LinkedIn Link: Tenant Radon Protection Act 2024 Link: SUCI Ep 253 - Jeff Nydegger Link: SUCI Ep 86 - Fernando Angelucci Link: Traction (Book Recommendation) ----------------- Guest Questions 02:51 Housing Provider Tip - Ensure you're up to date on the new Security Deposit laws. 04:00 Intro to our guest, Mike Kehoe! 08:28 Picking a market to invest in. 11:42 Driving for Dollars! 13:23 Engaging Sellers! 19:31 Growing a quality team. 27:24 Common mistakes when scaling and establishing core values. 32:20 Bottlenecks in Mike's business. 39:35 Mike's focus on personal growth! 43:25 What is Mike's competitive advantage? 43:44 One piece of advice for new investors. 43:54 What do you do for fun? 44:04 Good book, podcast, or self development activity that you would recommend? 44:37 Local Network Recommendation? 45:04 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Marc Rutzen is an experienced investor with over 12 years of real estate and technology experience. He joins the guys to explain the power of knowing your rental comps and how HelloData can help accelerate that knowledge. Marc discusses his start in market analysis along with the creation of his analytics startup which he sold in 2019. He breaks down the creation and value proposition of HelloData. He explains how HelloData is able to efficiently gather and scrub data to quantify the value of real estate. To close the show, Marc provides us his outlook on technology in general and the Chicago real estate market! 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: Marc Rutzen, HelloData Link: SUCI Ep 68 - Lee Kiser Link: The Lean Startup (Book Recommendation) Link: TLDR in Tech Newsletter ----------------- Guest Questions 02:36 Housing Provider Tip - Ensure you're up to date on the new Security Deposit laws. 04:21 Intro to our guest, Marc Rutzen. 07:53 Marc's start in market analysis. 17:10 Horror stories of starting and selling a business! 19:37 The creation of HelloData! 23:49 HelloData's targeted end clients. 29:18 HelloData's value proposition to investors. 39:33 Marc's outlook on technology! 45:05 Marc's outlook on the Chicago Real Estate Market! 46:32 What is Marc's competitive advantage? 47:07 One piece of advice for new investors. 47:47 What do you do for fun? 48:17 Good book, podcast, or self development activity that you would recommend? 49:22 Local Network Recommendation? 50:05 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

What is an escalation clause and how can investors utilize it? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Sarita Scherpereel, Sarita Sells ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Ben Allgeyer has flipped over 200 properties and wholesaled over 500 properties! Ben talks about his brief stint in corporate America before leaving to pursue a career in Real Estate. He discusses the early days of making cold calls and door knocking for lead generation. Ben dives into building a team and vetting candidates for potential partnerships. He touches on his team's disposition strategy and the importance of protecting relationships with partners. Throughout the show, Ben emphasizes how critical it is to put in the work and master your craft to obtain success in real estate and in any other business! 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: Ben Allgeyer, Elite Ventures | Ben's Instagram (@BenAllgeyer) Link: Mindvalley Link: Tim Herriage (@TimHerriage on Instagram) ----------------- Guest Questions 03:23 Housing Provider Tip - Ensure you are using the new Chicago lease! 03:49 Intro to our guest, Ben Allgeyer! 12:43 Ben's jump into real estate! 17:20 How to find leads. 22:15 Ben's deals gone wrong! 25:18 Hiring to build a team. 30:17 Top lists for landing leads! 32:41 Ben's disposition strategy. 36:11 Vetting potential partnerships! 39:17 Capital partners to grow a business. 43:00 How to find businesses to purchase. 46:02 Ben's lead generation course! 47:58 What is Ben's competitive advantage? 48:32 One piece of advice for new investors. 49:03 What do you do for fun? 49:21 Good book, podcast, or self development activity that you would recommend? 50:06 Local Network Recommendation? 50:38 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Vik Wadhwa is a top producing real estate broker with a focus on architecture and modern design in Chicago's Premier Neighborhoods! Vik shares his start in real estate back in 2006 and how he's been able to grow his business to become a top producing broker. Vik gets granular on Lincoln Park; defining the boundaries, desirable blocks, and investment opportunities in the neighborhood. He provides insight on West Town including the differences between the different pockets of sub-neighborhoods. The West Loop and reassessed property tax bills are also discussed. In this episode, Vik demonstrates his deep knowledge of the neighborhoods he works and emphasizes the importance of knowing your craft to be successful! 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: Vik Wadhwa, Modern Homes Chicago Link: Katmerka Ramic (Network Referral) Link: Eric Flanagan (Network Referral) Link: Atomic Habits (Book Recommendation) ----------------- Guest Questions 02:36 Housing Provider Tip - Ensure that communication with tenants is kept professional! 04:10 Intro to our guest, Vik Wadhwa! 07:44 Changing to Real Estate as a Career Path! 11:44 The 101 of Lincoln Park! 19:37 Getting listings in Lincoln Park and other higher price point areas. 21:26 Breaking down West Town! 24:47 Pricing across West Town. 28:00 The Rise of the West Loop! 30:33 Opportunities west of the United Center. 35:55 Forecasting Reassessed Property Values and Tax Bill. 38:05 The Real Estate Brokerage Industry and Potential Changes! 40:58 Vik's outlook on Chicago! 43:14 What is Vik's competitive advantage? 43:44 One piece of advice for new investors. 44:10 What do you do for fun? 44:31 Good book, podcast, or self development activity that you would recommend? 44:55 Local Network Recommendation? 45:26 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

What do investors need to be aware of with the 2024 property tax reassessments? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Andrea Raila, Raila & Associates Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Daniel Kaufman is an attorney with over a decade of vast experience representing real estate developers with transactions, as well as litigation, with a lot of practice involving the foreclosure auction! Daniel is also an investor who purchases at the tax auction for himself, using the assistance of another attorney who specializes in that specific legal work. Daniel kicks things off by discussing his start in real estate where he served as attorney on tax auction properties! He shares a great story on his first deal which was a 3-flat in the United Center neighborhood. He dives deep on working with the City during renovations and tells us about his current single family home deconversion. Daniel drops great nuggets on sourcing deals and grinding to learn your market to give you a competitive edge! 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: Daniel Kaufman, D. Kaufman Law Link: Outliers (Book Recommendation) Link: The Compound (Podcast Recommendation) Link: James Sheehan (Network Referral) ----------------- Guest Questions 03:31 Housing Provider Tip: Routinely check your vacant properties even if vacancy is temporary. 04:19 Intro to our guest, Daniel Kaufman! 07:11 Starting off in real estate with tax auction properties! 11:05 Bank-owned properties and Daniel's United Center 3-flat story! 19:07 Tax auction properties. 23:28 Daniel's next project in the United Center neighborhood! 25:50 Obtaining plans and permits and working with the City. 31:27 Sourcing deals. 35:02 Daniel's SFH deconversion! 41:49 Daniel's outlook on Chicago Real Estate. 47:27 What is Daniel's competitive advantage? 47:51 One piece of advice for new investors. 48:29 What do you do for fun? 48:50 Good book, podcast, or self development activity that you would recommend? 51:09 Local Network Recommendation? 51:26 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

Jake Fugman and Mike Scanlon, leaders of The Axon Group, return to provide Five Bold Predictions on the 2024 Real Estate Market! We kick things off with a hot topic; what will interest rates do in 2024?! Jake and Mike weigh in on the asset class and neighborhoods positioned for big time growth in 2024. For turn-key, low maintenance investments, the group discusses areas with great opportunities for condo investments. Lastly, Jake and Mike discuss where cap rates are headed and sectors of commercial real estate that may be in trouble. As usual, Jake and Mike bring tremendous value and insights to give Chicago Investors a competitive edge! 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: Jake Fugman & Mike Scanlon of The Axon Group Link: SUCI Episode 200: Which Chicago Neighborhoods are Hot and Which are Not? Link: Episode 138: Straight Up Tues Tip 28 - Mike Scanlon Talks Through How He Sourced an Off Market Househack Deal Link: The Bank On Yourself Revolution (Book Recommendation) Link: Crushing It in Apartments and Commercial Real Estate (Book Recommendation) Link: Aparicio Law (Attorney Recommendation) ----------------- Guest Questions 02:33 Housing Provider Tip: Provide tenants with a credit reporting service to help them build their credit. 03:22 Intro to our guests, Jake Fugman and Mike Scanlon. 07:03 Bold Prediction #1: Interest Rates in 2024! 15:09 Bold Prediction #2: Asset class to appreciate at least 10% in value! 21:25 Bold Prediction #3: Neighborhoods positioned to boom in value! 28:07 Bold Prediction #4: Future of downtown condo prices! 37:18 Bold Prediction #5: Where are multifamily cap rates heading? 51:46 Jake's and Mike's motivation to be thought-leaders in Chicago REI! 55:37 What is Jake's and Mike's competitive advantage? 57:23 One piece of advice for new investors. 59:10 What do you do for fun? 62:20 Good book, podcast, or self development activity that you would recommend? 63:51 Local Network Recommendation? 65:28 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

What do investors need to know regarding cost segregation? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Brenten Blakeman, Tanigble Property Tax Methods Link: Build Your Team ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

We welcome Mike Glasser back to inform us on the "Mansion" Tax and other Housing Provider legislative topics! Mike dives right in by explaining the proposed "Bring Chicago Home" Ordinance (a.k.a. "Mansion" Tax) and its impact on Chicago's economy. He explains the intent of the proposed ordinance and reasoning for why it will end up negatively impacting not only the "rich", but also Housing Providers, Tenants, and normal Property Owners. Housing Providers will need to increase revenue which primarily comes through rental income to offset increased operating costs that they cannot control. As usual, Mike brings tremendous value and advocacy for Chicago Housing Providers on today's show. 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: Mike Glasser, Neighborhood Building Owners Alliance (NBOA) Link: NBOA Affiliates Page Link: Michael Zink (Network Referral) ----------------- Guest Questions 02:35 Housing Provider Tip: Be prepared with a checklist when starting ownership or management of a new property. 05:00 Intro to our guest, Mike Glasser. 10:23 Mansion Tax and other upcoming challenges for Housing Providers. 32:20 What can Housing Providers do to prevent the Mansion Tax? 34:34 Evanston's Landlord and Tenant Ordinance. 41:14 Mike's advice on how to get involved in Housing Provider Advocacy! 45:21 What is Mike's competitive advantage? 46:09 One piece of advice for new investors. 47:27 What do you do for fun? 47:44 Good book, podcast, or self development activity that you would recommend? 48:40 Local Network Recommendation? 49:41 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

George Meegan and Dean Cushing join us to share insights from several decades of experience in the building systems and inspection industry! The duo jumps right in by discussing their start in the inspection industry and giving us some inspection horror stories. George and Dean get granular on common issues with major building systems including plumbing, heating/cooling, roofs, and windows. They explain how property owners can leverage property assessments from experienced professionals not only at the time of purchase, but also during other phases of ownership. George and Dean demonstrate their vast knowledge on building systems and give valuable tips for property owners throughout the show! 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: George Meegan & Dean Cushing | Call George: 773-716-3560 Link: Eat That Frog! (Book Recommendation) Link: Domicile Consulting (Network Referral) Link: SUCI Ep 101 - Jason Marcordes ----------------- Guest Questions 02:41 Housing Provider Tip: Remove unused cables attached to exterior walls to prevent future issues! 03:42 Intro to our guest, George and Dean! 08:34 Inspection Horror Stories 10:19 Common inspection issues on roofs. 14:52 Inspecting plumbing systems. 19:38 Assessing windows. 21:31 Heating and Cooling Systems. 40:38 What to look for in masonry and lintels? 46:32 Understanding catch basins. 48:40 Property condition assessments. 56:17 What is George's and Dean's competitive advantage? 57:36 One piece of advice for new investors. 58:21 What do you do for fun? 58:58 Good book, podcast, or self development activity that you would recommend? 59:43 Local Network Recommendation? 60:05 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Where can I go to find all information around zoning, ADU, lot sizes and lot lines, and other essential information? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Samuel Pavlovcik, Pavlovcik Architecture Inc Link: Zoning Cheat Sheet ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Tanisha kicks things off by discussing her first deal back in 2005; a 2-unit in Auburn Gresham that she purchased with 0% down! She talks about learning to be a housing provider during a time when resources were much more scarce than today. Tanisha has a couple real estate horror stories including another fire story and the US Marshals arriving at her property. She closes with an outlook on Auburn Gresham and empowering words on getting into the real estate game! 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: Tanisha Blakemore, Dreamtown Realty Link: The Richest Man in Babylon (Book Recommendation) Link: Tanisha's Instagram Link: ChiBlockBuilder Link: SUCI Ep 250 - Jonathan Klemm ----------------- Guest Questions 03:05 Housing Provider Tip: Routinely check smoke detectors to mitigate risk. 04:09 Intro to our guest, Tanisha Blakemore! 07:47 Tanisha's first deal at 25 years of age! 12:25 Tanisha's next steps following her first deal. 15:45 US Marshals at Tanisha's property! 18:14 Another property fire story! 26:14 Acquiring a Dollar lot! 30:44 Tanisha's decision to get licensed. 33:15 Outlook on Auburn Gresham. 35:27 What is Tanisha's competitive advantage? 36:05 One piece of advice for new investors. 36:42 What do you do for fun? 36:55 Good book, podcast, or self development activity that you would recommend? 37:55 Local Network Recommendation? 38:28 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

James Williams is a real estate investor, attorney, and former FBI agent who embarked on his real estate journey in the early 90s! James starts by discussing how he chose a career path which includes a period of working in the FBI, all while having real estate investing on the back of his mind. He discusses his first real estate purchase, a graystone on Chicago's Northside purchased in the 90s! James shares insights raising capital, acquiring hundreds of units, and extremely rough times in his investing career that resulted in him selling off most of his portfolio. He shares the impact of losing a valued business partner and friend. The silver lining of the rough times is that James still holds a nice portfolio and has the team in place to continue scaling! Throughout the show, James emphasizes the importance of patience, due diligence, and building a great team. Most importantly, after 262 episodes, we finally get to drop a Point Break reference. 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: James Williams, Mainstreet Real Estate Services Link: Boss (Book Recommendation) Link: American Pharaoh (Book Recommendation) Link: Henry Cardenas (Network Referral) ----------------- Guest Questions 02:31 Clean leaves to prevent clogging of gutters and drains! 03:39 Intro to our guest, James Williams! 09:30 James' quest to buy his first piece of real estate! 18:53 Working in the FBI! 25:33 Raising capital for RE Investing. 37:32 Lessons learned from 4 years in a tough market. 47:55 Selling off most of the portfolio. 53:36 Costs of Selling. 56:35 What's next for James? 59:43 What is James' competitive advantage? 61:13 One piece of advice for new investors. 62:50 What do you do for fun? 63:45 Good book, podcast, or self development activity that you would recommend? 64:28 Local Network Recommendation? 65:04 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

What questions should I ask my tax professional before the end of the year? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Aaron Zimmerman, Lipschultz Levin & Gray Link: Episode 52: Saving Thousands of Dollars With the Appropriate Tax Strategy and Deductions ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Roman Viere owns and operates over 1000 rentals in Chicago with the bulk of those in the Austin neighborhood. In this episode, he gives a detailed breakdown on a terrifying explosion that occurred at his 35-unit apartment building in Austin. He discusses all things from the day of the incident including arriving at the scene, speaking with the authorities, and handling the press. Roman discusses insurance implications resulting from the explosion, insurance claims, and a 1033 exchange. If things weren't bad enough, he talks about his million dollar water bill and how he got around that! Despite never planning for explosions and other catastrophic events at your rental properties, these are events that all housing providers should be prepared to handle for the safety and protection of all parties. 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: Roman Viere, Urban Alternatives Link: SUCI Ep 77 - Roman Viere Link: The Bomber Mafia (Book Recommendation) Link: Greg Yearwood (Precision Consulting / 773-852-8246 / [email protected] / pcllcclaims.com) Link: Myk Snider (Sphere Public Relations / 312.816-5401 / [email protected] / SpherePR.com) Link: Jeff Riechenbach (State Farm / (773) 685-3600 / [email protected]) ----------------- Guest Questions 02:18 Housing Provider Tip: Be prepared to deal with emergencies at your rental properties! 03:16 Intro to our guest, Roman Viere! 03:55 The morning of a tragic event. 10:39 Arriving at the scene. 17:04 Being prepared for emergency events at rental properties. 27:55 Reflecting on the day of the incident. 35:57 Tactical items for dealing with an explosion. 43:01 Insurance implications. 60:13 Insurance Coverage and 1033 Exchange. 65:02 Lessons learned from this tragic event. 67:38 What is Roman's competitive advantage? 68:25 One piece of advice for new investors. 69:10 What do you do for fun? 69:44 Good book, podcast, or self development activity that you would recommend? 70:41 Local Network Recommendation? 71:36 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Sal Becovic returns to the show to discuss how he has continued to grow his portfolio despite the challenging market! Sal jumps right in by sharing his philosophy on acquisitions and being "rate agnostic". He gives an extremely bullish outlook on Chicago leaving us feeling great about this special city. Sal discusses the ins and outs of his latest and largest acquisition; a 28-story condo building with value-add potential. Throughout the show, Sal emphasizes the importance of establishing solid fundamentals, surrounding yourself with great people, and being a good person; rules of life not just RE investing. 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: Sal Becovic, Becovic Realty Link: NBOA Chicago Link: Bloomberg.com Link: The Economist ----------------- Guest Questions 02:35 Housing Provider Tip: Ideas to make unit turnovers more efficient! 04:10 Intro to our guest, Sal Becovic! 07:31 Being in acquisition mode! 13:57 Being "rate agnostic" in today's market. 18:52 Sal's perspective on the Chicago RE market. 23:32 Sal's latest and largest deal! 37:21 What's next for Sal? 41:55 Operations and building a team. 47:30 Sal's closing tips on optimizing your RE portfolio! 51:03 What is Sal's competitive advantage? 52:35 One piece of advice for new investors. 53:49 What do you do for fun? 54:38 Good book, podcast, or self development activity that you would recommend? 56:23 Local Network Recommendation? 57:34 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

What are the tax benefits of solar panels and electric vehicles? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Michael Procaccio, Pro Financial Services Group Inc Link: Build Your Team | Straight Up Chicago Investor Podcast Link: Episode 198: 2023 Tax Strategies for Chicagoland Real Estate Investors with Michael Procaccio ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ditron is a seasoned Short-Term Rental (STR) Investor who is teaching others how to get started and maximize profitability with STRs. Ditron shares how he got started in real estate and utilized the house hacking and rent-by-the-room strategy. He shares tremendous nuggets on finding good STR markets and typical expenses associated with setting up and running a short-term rental. Ditron gives tips on working with AirBNB, STR expectations, amenities, and FAQs to consider to set yourself up for success. Mid-Term Rentals, STR underwriting, and automation are also discussed on the episode. This show is full of STR jewels of wisdom that you won't want to miss! 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: Ditron Corker, Roam to Rome Spaces & STR Innovate Link: Ditron's Meetup Link: SUCI Ep 143 - Jessica Ryan Link: Who Not How (Book Recommendation) Link: Jeff Ma and Eli Goodman Meetup ----------------- Guest Questions 03:10 Housing Provider Tip: Deliver a nicely landscaped property to encourage upkeep! 05:37 Intro to our guest, Ditron Corker! 08:00 Ditron's first deal! 09:20 Getting into short-term rentals (STRs)! 13:46 Expenses on STRs. 20:07 STR-Specific Features and FAQs! 24:27 Entertainment amenities in STRs. 25:56 Where are STRs allowed? 31:08 Underwriting STRs! 35:34 STRs vs MTRs. 38:55 Automation Systems. 40:50 Lessons Learned! 46:06 Tax Advantages to STRs. 49:22 Ditron's upcoming conference! 51:49 What is Ditron's competitive advantage? 52:25 One piece of advice for new STR investors. 53:02 What do you do for fun? 53:24 Good book, podcast, or self development activity that you would recommend? 54:05 Local Network Recommendation? 55:14 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.