
Straight Up Chicago Investor
478 episodes — Page 5 of 10

Ep 278Episode 278: BiggerPockets Host David Greene Gets Real On Overcoming Recent REI Adversity
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.

Ep 277Episode 277: The Chicago Investor Playbook Against Pests with Janelle Iaccino
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.

Ep 276Episode 276: The Best Ways to Protect Your Largest Asset
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.

Ep 275Episode 275: Keys to Off-Market Real Estate Acquisitions at Scale with Chicago's Mike Kehoe
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.

Ep 274Episode 274: Leveraging AI to Optimize Real Estate Underwriting with Chicago's Marc Rutzen
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.

Ep 273Episode 273: How To Leverage an Escalation Clause to Win Deals
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.

Ep 272Episode 272: Procuring Over 700 Off-Market Properties with Ben Allgeyer
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.

Ep 271Episode 271: Exploring Some of Chicago's Premier Neighborhoods with Vik Wadhwa
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.

Ep 270Episode 270: It's 2024 And Your Chicago Property is Being Reassessed Again!
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.

Ep 269Episode 269: Tax Auctions, Break-Ins, and More with Daniel Kaufman
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.

Ep 268Episode 268: Five Bold Predictions For Chicago Real Estate in 2024 with Jake Fugman and Mike Scanlon
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.

Ep 267Episode 267: The Ins-And-Outs of Cost Segregation
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.

Ep 266Episode 266: Reviewing The "Bring Chicago Home" Tax and Its Implications to Housing Providers with Mike Glasser
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.

Ep 265Episode 265: An In-Depth Inspection of Chicago Buildings with George Meegan and Dean Cushing
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.

Ep 264Episode 264: Unlocking Zoning Secrets: Your Guide to Chicago Zoning, ADUs, and Other Essential Information
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.

Ep 263Episode 263: Buying Chicago Lots For $1 and Other Successful Strategies with Tanisha Blakemore
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.

Ep 262Episode 262: From FBI Agent to Hundreds of Doors In Chicago with James Williams
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.

Ep 261Episode 261: Accelerate Your Expenses and Other Accounting Tips To Leverage Before 12/31
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.

Ep 260Episode 260: Chicago Investors Cannot Have a Worse Day Than This, With Roman Viere
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.

Ep 259Episode 259: Time For Serious Chicago Investors with Sal Becovic
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.

Ep 258Episode 258: Maximize Your Savings: Unveiling the Tax Advantages of Solar Panels and Electric Vehicles
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.

Ep 257Episode 257: The Playbook For Short-Term Rentals in Chicago with Ditron Corker
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.

Ep 256Episode 256: Home Inspection Insights For Chicago Investors With Andrew Fox
Andrew kicks things off by discussing necessary skills to succeed as an entrepreneur in Real Estate. He talks about the value of a building inspection even if the property will be rehabbed. Andrew clears the air on the need for auxiliary inspections such as radon, asbestos, and sewer scopes. Andrew drops golden nuggets on questions that investors should be asking inspectors to mitigate their risk. The show is closed out with technological advances in the inspection industry that investors should be aware of! 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 Fox, BrickKicker Inspection Services Link: BrickKickerCommercial.com Link: The Game with Alex Hormozi Link: Good to Great (Book Recommendation) Link: Mathew Tarailo (Network Referral) ----------------- Guest Questions 02:58 Housing Provider Tip: Set up lock boxes for access during emergencies! 04:54 Intro to our guest, Andrew Fox! 09:41 Skills for Entrepreneurial Success. 14:02 BrickKicker's Model! 20:19 Inspecting properties that will be rehabbed. 25:47 Auxiliary Inspections. 33:03 Questions Investors should ask Inspectors. 35:23 Technology in the Inspection Industry! 43:06 Outlook on the Inspection Industry. 47:13 What is Andrew's competitive advantage? 47:33 One piece of advice for new investors. 48:00 What do you do for fun? 48:13 Good book, podcast, or self development activity that you would recommend? 48:43 Local Network Recommendation? 49:20 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 255Episode 255: Exploring Lending Options for Self-Employed Individuals with Eric Workman
What are my lending options if I do not have a W2? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Eric Workman, Renovo Financial Link: Episode 19: Top 10 Mistakes We See From Chicago Investors - with Eric Workman of Renovo Financial (Part 2) ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 254Episode 254: Becoming a Straight Up Chicago Investor With Life Lessons From the Military with Edgar Barbosa
Edgar Barbosa is an investor and realtor with a focus on helping clients get into REI to start their wealth building journey! It's clear the Military is not for the weak, and Edgar speaks to the lessons learned during his time served along with how he applies those teachings to his current lifestyle and investments. He dives into his first househack in Cicero including how he decided on the investment type, price point, and location. The power of the VA loan is brought up and Edgar discusses his plan to strategically continue leveraging that benefit. Edgar discusses his second investment which was a condo in Fulton Market and gives his perspective on investing in an A+ location. A repeated theme of this episode is the importance of building good habits, being disciplined, and doing right by others to obtain success in real estate and life as a whole! 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: Edgar Barbosa, RE Investors Brokerage Link: SUCI Ep 245 - JD Modrak Link: Discipline is Destiny (Book Recommendation) Link: Edgar's Instagram ----------------- Guest Questions 02:50 Housing Provider Tip: Check appliances for roaches and other pests! 04:15 Intro to our guest, Edgar Barbosa! 07:43 Joining the military and lessons learned! 15:13 Life after the military and starting in real estate. 18:26 Edgar's first househack! 21:02 The Power of the VA Loan. 25:14 Edgar's second deal. 29:59 Renting to family and friends. 31:29 Fulton Market condo as an investment. 35:57 Edgar's search for a SFH rehab project. 38:52 Getting a Real Estate license. 42:16 What is Edgar's competitive advantage? 42:47 One piece of advice for new investors. 43:09 What do you do for fun? 43:18 Good book, podcast, or self development activity that you would recommend? 43:57 Local Network Recommendation? 44:25 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.

Ep 253Episode 253: Purchasing 1,000 Chicagoland Properties Through Extensive Marketing with Jeff Nydegger
Jeff Nydegger has over 17 years of real estate experience including over 1,000 homes bought and repositioned in Chicagoland! Jeff jumps right in by sharing how skill sets built in the Military have served him in his REI ventures. He dives deep into his rough start in real estate including the mental resilience and grit it took to overcome the adversity! Jeff breaks down how Short Sales became a big part of his business during the last RE crash and shares some crazy short sale stories. To conclude our show, Jeff gets granular on the marketing efforts of a professional real estate investor to find deal flow in a low inventory 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: Jeff Nydegger, Kendall Partners and JeffBuysYourHouse.com (a division of Kendall Partners) Link: The 7 Habits of Highly Effective People (Book Recommendation) Link: Mastering the Rockefeller Habits (Book Recommendation) Link: Eric Workman (Network Referral) Link: SUCI Ep 79 - Gary Davidson (Network Referral) ----------------- Guest Questions 01:44 Housing Provider Tip: Network with wholesalers to maximize opportunities for deals! 02:54 Intro to our guest, Jeff Nydegger! 06:20 Skills from the Military translating to Real Estate! 08:18 Getting Jeff's real estate business off the ground. 17:46 Continuing the grind after a rough start. 27:38 Crazy Short Sale stories! 31:08 Pivoting to continue business growth. 41:24 Marketing and creating deal flow! 59:20 Jeff's outlook on his business and on the Chicago market! 60:27 What is Jeff's competitive advantage? 60:51 One piece of advice for new investors. 61:54 What do you do for fun? 62:18 Good book, podcast, or self development activity that you would recommend? 62:54 Local Network Recommendation? 64:24 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.

Ep 252Episode 252: Conventional Financing vs DSCR Loans
What are the pros/cons between conventional financing and DSCR loans? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Eric Workman, Renovo Financial Link: Episode 19: Top 10 Mistakes We See From Chicago Investors - with Eric Workman of Renovo Financial (Part 2) ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 251Episode 251: Powerful Networking and Property Management Insights with Bob Hansen
Bob is a successful realtor and investor with a focus on House Hacking to help her clients build investment portfolios! Bob kicks things off by talking about the power of networking and gives tips on developing networking skills. He discusses his vast experience working with property managers and housing providers along with insights on improving management efficiencies. Bob shares how his company Second Nature is helping property owners reduce their HVAC maintenance and expenses by facilitating air filter replacements! Throughout the show, Bob emphasizes the importance of networking and treating others right as keys to success in real estate and life! 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: Bob Hansen, Second Nature Link: Leadership Strategy and Tactics: Field Manual: Willink, Jocko ----------------- Guest Questions 03:02 Housing Provider Tip: Write Leases to place responsibility of Furnace Filter Replacement on your Tenants! 04:30 Intro to our guest, Bob Hansen! 10:59 Cultivating ability to network and its importance! 13:41 Networking tips for newbies and introverts. 15:52 Working for Home Partners of America. 26:05 Bob's transition into the Air Filter industry! 30:36 Bob's Air Filter program explained. 38:19 Other benefits of the Air Filter program. 43:05 New Initiatives and Products coming from Second Nature! 44:15 What is Bob's competitive advantage? 44:49 One piece of advice for new investors. 45:28 What do you do for fun? 46:41 Good book, podcast, or self development activity that you would recommend? 47:17 Local Network Recommendation? 48:00 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 250Episode 250: Unlocking Success by Establishing a Strong Focus in Chicago Real Estate with Jonathan Klemm
Chicago General Contractor and return guest Jonathan Klemm provides insight on successes and improvements made to his Business and Investments since his last appearance! Jonathan kicks things off with tremendous insights on Chicago construction including permits, renovations, new construction, and lessons learned. He discusses his recent acquisitions and shares how he sourced and stabilized those assets. He then jumps into turning down opportunities to focus on more important aspects of his business; learning to say "no" to opportunities can be extremely powerful! Jonathan emphasizes the importance of taking action, cultivating strong focus, and transparency to take your business to the next level! 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: Jonathan Klemm, Quality Builders Link: Quality Builders' Instagram Link: Tom Moore (Zoning Attorney Referral) Link: The Power of Now (Book Recommendation) Link: Think Like a Monk (Book Recommendation) ----------------- Guest Questions 02:18 Housing Provider Tip: Be aware of wiring best practices and scams! 04:37 Intro to our guest, Jonathan Klemm! 06:52 Jonathan's messy flip project. 09:01 When are building permits required? 14:29 Dealing with Asbestos. 19:14 Getting into ground up construction! 24:38 Jonathan's 1031 exchange and establishing a focus. 29:10 Getting into a 19-unit building. 32:03 Transitioning into a 26-unit building! 35:20 Focusing on Quality Builders (Jonathan's business)! 44:50 5-Year outlook on Quality Builders and the City of Chicago! 48:18 What is Jonathan's competitive advantage? 48:58 One piece of advice for new investors. 49:58 What do you do for fun? 50:35 Good book, podcast, or self development activity that you would recommend? 51:21 Local Network Recommendation? 51:51 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 249Episode 249: Fannie Mae's Departure From Needing 25% Down on 2-4 Units
What are the new changes to owner-occupied conventional lending and how can Chicago investors take advantage of them? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guest: Chris Puleo, Puleo Group Link: Episode 130: Chicago Mortgage Lending in this Inflationary Environment with Chris Puleo ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 248Episode 248: Early Investing Pitfalls and Tremendous Lessons Learned in Chicago's South Suburbs with Alex Fenske
Alex shares how he got interested in real estate investing and bought into "guru" advice which did NOT serve him well! He dives deep into the compounding mistakes he made as a new investor including lack of focus and education and working with an inexperienced team. Alex discusses raising and losing private capital which lead to intense stress, difficult conversations, and severed relationships with friends and family. The silver lining is that Alex provides great lessons learned, advice, and closes with how he's rebounded and built a nice investment portfolio! His story is proof of the importance of getting educated and building a team to minimize risk in REI! 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: Alex Fenske, KW Chicago Southland Homes Link: Atomic Habits (Book Recommendation) Link: Gary Davidson (SUCI Ep 79) ----------------- Guest Questions 02:52 Housing Provider Tip: Be cautious of potential damage caused by hydro-jetting sewer lines? 05:00 Intro to our guest, Alex Fenske! 08:02 Alex's real estate journey since starting in 2000. 20:25 Early acquisitions pre-crash! 26:55 Mindset to continue after early failures. 33:25 Rebounding from failures and getting licensed! 42:34 Alex's current investment areas of focus. 51:40 5-Year outlook on the south suburbs. 53:08 What is Alex's competitive advantage? 54:10 One piece of advice for new investors. 56:12 What do you do for fun? 56:42 Good book, podcast, or self development activity that you would recommend? 57:14 Local Network Recommendation? 58:34 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.

Ep 247Episode 247: Strategic House Hacking in Chicago's West Town Neighborhood with Sarita Scherpereel
Sarita Scherpereel is a successful realtor and investor with a focus on House Hacking to help her clients build investment portfolios! Sarita jumps right in by sharing how she got started in real estate, built her business, and chose House Hacking as an area of focus. She shares tremendous value on how to analyze House Hacks and debunks several myths commonly associated with this strategy. Sarita discusses acquisitions utilizing multiple strategies including short-term, mid-term, and long-term rentals; all within the same property! Throughout the show, Sarita emphasizes the importance of surrounding yourself with a great team to do the first deal right and set yourself up for 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] Guests: Sarita Scherpereel, Kale Realty Link: Sarita's Instagram Link: SUCI Ep 238 - Mike Facchini Link: First Ascent Climbing & Fitness Link: The Power of Now (Book Recommendation) ----------------- Guest Questions 04:56 Housing Provider Tip: Keep up with HVAC system servicing as preventative maintenance! 07:13 Intro to our guest, Sarita Scherpereel! 08:38 Sarita's start in real estate. 16:13 Choosing House Hacking as a niche! 23:57 Best activities for new Realtors to build their business! 28:33 Debunking the myths of House Hacking! 33:10 Mid-Term Rentals and Furnished Finder! 40:38 House Hacking in West Town. 45:28 Outlook on West Town. 48:25 What is Sarita's competitive advantage? 49:41 One piece of advice for new investors. 50:08 What do you do for fun? 50:55 Good book, podcast, or self development activity that you would recommend? 52:41 Local Network Recommendation? 54:09 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.

Ep 246Episode 246: How to Get Reimbursed For Damages From Recent Chicago Flooding
How can I get reimbursed for damages that occurred to my property from the recent Chicago floods? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guests: Jason Wagner, Greystone Realty Link: DisasterAssistance.gov Link: Disaster Loan Assistance Link: SUCI Episode 224: Expert Insights On Chicago's Northwest Side with Jason Wagner ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 245Episode 245: Insights to Successful Short-Term Rental Investments with JD Modrak
JD shares his real estate beginnings, including his purchase of a multi-family building with a VA loan. He dives into Short-Term Rentals (STRs) including income, expenses, and how those compare to traditional rentals. JD gets granular on STR pricing, occupancy, turn-over costs, and optimizing profitability. He drops golden nuggets on common mistakes investors make in STR investing and how you can avoid those! This show is packed with jewels of wisdom for anyone interested in STR 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] Guests: JD Modrak, Kasa Link: Andrew Dorazio (Network Referral) Link: Our Team | BCG Real Estate Group ----------------- Guest Questions 02:09 Housing Provider Tip: Have an HVAC contractor for emergency repairs during extreme weather! 04:22 Intro to our guest, JD Modrak! 05:22 JD's start with Short-Term Rentals (STRs)! 08:21 STR Expenses and Net Income. 13:23 STR expectation changes over the years. 18:04 Pricing STRs! 23:19 The Perfect Check-In. 25:17 Identifying good STR markets. 30:22 Mid-Term Rentals (MTRs)! 36:14 Financing STRs and MTRs! 43:24 Taxes on STRs. 47:08 What is JD's competitive advantage? 47:52 One piece of advice for new investors. 50:15 What do you do for fun? 50:43 Good book, podcast, or self development activity that you would recommend? 51:00 Local Network Recommendation? 51:48 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 244Episode 244: Real Estate Tax Advantages, Short Term Rentals, and Branding, With Ryan Bakke
Ryan Bakke is a CPA, real estate investor, and coach who is helping others build wealth via real estate and tax strategy! Ryan starts by explaining the value a Tax Strategist brings and common mistakes on tax returns. He dives into the power of short-term rentals (STRs), their tax advantages, and how to underwrite STR investments. Ryan shares his philosophy and tips for building a client base and following that have led him to a thriving business! Throughout the show, Ryan hammers home the importance of being a go-giver and delegating tasks to best use your time! 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: Ryan Bakke Link: The LearnLikeaCPA Show Link: $100M Offers (Book Recommendation) Link: The Game (Podcast Recommendation) Link: Muscle for Life Podcast ----------------- Guest Questions 02:56 Housing Provider Tip: Be ready to recognize and act on a good deal! 04:58 Intro to our guest, Ryan Bakke! 05:29 Tax Preparer vs. Tax Strategist 09:14 Common Tax Returns Mistakes. 10:35 Tax Insights on Short-Term Rentals (STRs)! 17:27 Short-Term Rentals in Chicagoland. 19:21 Automating STRs! 24:58 Underwriting STRs! 31:06 Ryan's approach to building a following! 46:29 Ryan's next 5 years! 50:34 What is Ryan's competitive advantage? 51:16 One piece of advice for new investors. 52:34 What do you do for fun? 53:18 Good book, podcast, or self development activity that you would recommend? 54:20 Local Network Recommendation? 54:55 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.

Ep 243Episode 243: A New Chicago Lending Option to Assist With Rehab Funding
What is this new lending option that could finance my rehab funds? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guests: Perry Farella, First Community Mortgage ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 242Episode 242: From Rookie Status to Seasoned House Hacker, Flipper, and BRRRR Conductor on Chicago's Northwest Side with Manny Escarpita
Manny Escarpita is a young Chicago Real Estate Investor and Licensed General Contractor who has built up an impressive real estate portfolio since starting in 2019! Manny leads by explaining the hungry mindset he cultivated when starting in real estate and the lessons learned on his first deal. After discussing his first couple house hacks, he breaks down a successful BRRRR project that ultimately motivated him to quit his job to pursue real estate investing full time! He dives deep into hard money lending, estimating rehabs, and generating deal flow for his flipping business. Throughout the show, Manny emphasizes the importance of taking action despite fear and attributes his success to his ability to do just 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: Manny Escarpita Link: SUCI Ep 196 - John Warren Link: SUCI Ep 229 - Hernandez Roofing Link: George LaGuardia - A and N Mortgage Link: Raising Private Capital (Book Recommendation) ----------------- Guest Questions 02:52 Housing Provider Tip: Understand insurance policy coverage as it relates to water damage in basement units! 04:30 Intro to our guest, Manny Escarpita! 05:51 Hungry mindset of a new investor. 13:12 Manny's journey after his first deal! 17:42 Dealing with hard money loans. 24:26 Manny's next deal in West Logan! 28:30 Manny's transition to General Contracting and Flipping! 30:33 Advice for new flippers. 34:25 Manny's long term goals. 39:11 Estimating rehabs. 41:06 What is Manny's competitive advantage? 41:40 One piece of advice for new investors. 42:28 What do you do for fun? 42:55 Good book, podcast, or self development activity that you would recommend? 43:12 Local Network Recommendation? 43:46 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 241Episode 241: Game-Changing Appraisal Insights with Steve Zidek
Steve Zidek has nearly two decades of real estate experience as a broker and appraiser! Steve kicks off with how he got into the appraising business and breaks down the appraisal process! He gets granular on adjustments that may or may not be considered and speaks to the "art" components of an appraisal. Steve discusses how income factors into residential appraisals and even throws in a crazy appraisal story! This show is loaded with golden nuggets that will help set you up for success during your next appraisal! 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: Steve Zidek, Keller Williams Inspire Realty Link: Steve's Facebook Link: Tom Ferry Podcast Link: Conspiracy (Book Recommendation) Link: Melissa Steuart (Network Referral) ----------------- Guest Questions 02:45 Housing Provider Tip: Prepare for appraisals to maximize value! 04:05 Intro to our guest, Steve Zidek! 07:36 How did Steve get into appraising? 15:48 Breaking down the appraisal process! 21:33 Quantifying pieces of a property to arrive at a value. 27:53 Contesting appraisals. 36:22 Considering unofficial neighborhood boundaries and expanding criteria when valuing properties. 41:08 Crazy appraisal stories! 43:11 Importance of rents on 2-4 unit property appraisals. 48:00 What is Steve's competitive advantage? 48:50 One piece of advice for new investors. 49:32 What do you do for fun? 50:01 Good book, podcast, or self development activity that you would recommend? 51:08 Local Network Recommendation? 52:14 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.

Ep 240Episode 240: What is Going On In the Chicago Multifamily Market?
What is Going On In the Chicago Multifamily Market? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guests: Jordan Gottlieb, Essex Realty Group ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 239Episode 239: Cook County's New Program To Reduce Your Assessed Value and Maximize Profitability with Cook County Assessor Fritz Kaegi and CIC's Stacie Young
Assessor Kaegi and Stacie Young explain how the Assessor's Office and CIC created a program to incentivize affordable housing providers! To kick things off, Assessor Kaegi explains how properties are assessed in Illinois and Stacie shares the history of the Class 9 Program. They then break down the Affordable Housing Special Assessment Program including how it works, the increased profits for participating housing providers, and the qualification requirements. Our guests share numerous ways to learn more about the program and how the Assessor's Office and CIC can be a valuable resource for housing providers. Immense value is packed into this episode with insights that can potentially decrease property taxes and maximize profitability! 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: Assessor Fritz Kaegi & CIC President Stacie Young, Cook County Assessor's Office & Community Investment Corporation (CIC) Link: Assessor's Affordable Housing Programs Webpage Link: Assessor's Affordable Housing Email for Questions Link: Erik Harmon - Assessor's Director of Commercial Outreach Link: John McDonnell - Assessor's Director of Multifamily Development Link: CIC Team Link: The Power Broker (Book Recommendation) Link: The Whalebone Theatre (Book Recommendation) Link: SUCI Ep 151 - Assessor Kaegi Link: SUCI Ep 94 - Stacie Young ----------------- Guest Questions 03:10 Housing Provider Tip: Don't forget to appeal your property taxes! 05:09 Intro to our guests, Assessor Fritz Kaegi and Stacie Young! 05:47 How are properties assessed for tax purposes in Cook County and Illinois? 09:22 History of the Class 9 Program! 15:00 Who can benefit from the Affordable Housing Special Assessment Program? 21:58 Requirements and process to qualify for the program. 33:19 Interest levels in the program. 36:41 How to stay in compliance once in the program? 39:35 What's next for CIC and the Assessor's Office? 43:56 What is Assessor Kaegi's and Stacie's competitive advantage? 46:31 One piece of advice for new investors. 49:31 What do you do for fun? 50:24 Good book, podcast, or self development activity that you would recommend? 52:04 Local Network Recommendation? 54:33 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.

Ep 238Episode 238: Dissecting 20 Years of Real Estate and Lending Experience; Mike Facchini's Journey to a Thriving Portfolio in Chicago
Mike Facchini of Fairway Mortgage is a Mortgage Lender and Investor with over 20 years of real estate experience! Mike starts with insights on the real estate environment leading up to the Housing Crash and compares it to today's market! He drops golden nuggets on indicators by the lending industry that precede and foreshadow what is to come in the economy. Mike shares his investment strategy and his geographical areas of focus centered around neighborhoods with high quality properties and tenants! Throughout the show, Mike emphasizes the importance of getting in the game and time being your biggest asset when it comes to real estate investing and building wealth! 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: Mike Facchini, Fairway Mortgage ----------------- Guest Questions 04:29 Keep up with property maintenance to avoid negative attention! 06:38 Intro to our guest, Mike Facchini! 09:22 Real Estate before and leading up to the Housing Crash! 16:05 Mike's experience with bridge loans. 17:39 Tenant horror stories! 22:33 Lending environment now vs pre-crash. 24:43 Mike's investment strategy! 27:18 Neighborhoods Mike is focusing on! 36:36 Talking New Construction. 44:31 Financing options to create opportunities. 54:13 What is Mike's competitive advantage? 54:48 One piece of advice for new investors. 56:02 What do you do for fun? 56:25 Good book, podcast, or self development activity that you would recommend? 57:00 Local Network Recommendation? 57:54 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.

Ep 237Episode 237: Mastering the Maze: 5 Savvy Tactics to Conquer the High-Interest rate, Low-Inventory Real Estate Market with Perry Farella
How do you navigate a low inventory & higher interest rate environment? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guests: Perry Farella, First Community Mortgage ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 236Episode 236: Grinding and Unlocking Success in Chicago's West Town Neighborhood with Alex Morsch
Alex Morsch of Peak Realty is a Commercial Broker and Investor with vast experience in repositioning assets in West Town. Alex starts by discussing the grind of being a leasing agent and transitioning to brokering real estate! He lays out his experience walking 100 buildings prior to making his first purchase and the valuable lessons gained through that process. Alex breaks down how his "nose to the ground" approach to investment property acquisition has allowed him to add immense value to his clients and succeed as a broker. He also drops wisdom on house hacking, the West Town neighborhood, and creating opportunities in a tight inventory market. Alex closes with a bullish 5 year outlook on Chicago 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] Guests: Alex Morsch, Peak Realty Link: Alex's Instagram Link: Rich Anselmo (Network Referral) ----------------- Guest Questions 02:24 Housing Provider Tip: Check the faucet aerator when troubleshooting low water pressure! 03:56 Intro to our guest, Alex Morsch! 07:33 The grind of being a leasing agent. 12:52 Transitioning from leasing to a commercial broker! 16:30 Walking properties to gain experience. 26:38 Alex's first investment! 37:57 The reality of House Hacking. 42:25 Breaking down the West Town neighborhood! 49:10 Finding deals and creating opportunities. 54:27 Alex's 5 year outlook on Chicago Real Estate! 55:18 What is Alex's competitive advantage? 55:35 One piece of advice for new investors. 55:53 What do you do for fun? 56:12 Good book, podcast, or self development activity that you would recommend? 57:05 Local Network Recommendation? 57:35 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 235Episode 235: Exploring Portage Park; An Interview With Special Guest and Straight Up Chicago Investor Podcast Co-Host Tom Shallcross
Mark is flying solo as co-host this week as he interviews a very special guest; flipper, investor, and fellow SUCI podcast co-host Tom Shallcross! Mark takes a different spin to start the show by asking Tom about his childhood and upbringing in Portage Park! Tom talks about the differences between Jefferson and Portage Park. Tom breaks down Portage Park at a street-level including the lesser and more desirable pockets, rents and property values, and schools in the neighborhood! To close the show, Tom shares powerful words on committing to succeeding in real estate and encourages listeners to leverage all the SUCI resources that he and Mark have put out! 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: Tom Shallcross, Straight Up Chicago Investor Link: The Road Less Stupid (Book Recommendation) Link: The Ruthless Elimination of Hurry (Book Recommendation) Link: Chicago's ADU Ordinance - What Investors Need to Know ----------------- Guest Questions 01:00 Housing Provider Tip: Ensure you're adding sewer backup to your insurance policy. 02:51 Intro to our guest, Tom Shallcross! 04:02 What was young Tom like? 10:58 Portage Park vs Jefferson Park. 12:01 Breaking down Portage Park! 21:04 The original Six Corners! 28:14 Schools in Portage Park. 29:40 Tom's investment strategy. 35:32 Price points in Portage Park. 37:42 Opportunities for Additional Dwelling Units (ADUs)! 41:53 Rent Values in Portage Park. 49:29 What is Tom's competitive advantage? 50:07 One piece of advice for new investors. 50:16 What do you do for fun? 51:40 Good book, podcast, or self development activity that you would recommend? 53:01 Local Network Recommendation? 53:51 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 234Episode 234: How To Get Deals Done in Today's Environment
What are successful investors doing to make deals happen in the current investor? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guests: Eric Workman, Renovo Financial Sponsors: Renovo Financial Link: SUCI Episode #19 ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 233Episode 233: Navigating Chicago's North Side: Insights from Commercial Real Estate Expert Alan Goldberg
Introduction: Meet Alan Goldberg, a titan in the Chicago real estate scene, with a career spanning decades. Alan's journey began in the late 70s when he made his very first deal in the world of real estate. Prospecting and Generating Business: Alan sheds light on his early days and discusses the importance of prospecting to drive business growth. Learn how Alan's proactive approach to seeking out potential clients and opportunities helped him build a successful real estate career. Tackling Tough Real Estate Market Cycles: Over the years, Alan has weathered through various market cycles and shares his insights on the toughest ones in the last 50 years. Discover how he navigated through challenging times and the lessons learned from overcoming difficult markets. Transformations in Rogers Park, Uptown, and Surrounding Neighborhoods: Alan takes a deep dive into the history of neighborhoods like Rogers Park, Uptown, and more, shedding light on their significant transformations over the years. Gain valuable insights into the potential for investment in these evolving areas. A Bullish Outlook on the Future: Looking ahead, Alan shares his optimistic outlook for the commercial real estate market in Chicago's North Side. Learn about the factors driving this bullish sentiment and the opportunities that lie ahead. The Power of Real Estate as an Investment Vehicle: Throughout the episode, Alan emphasizes the potency of real estate as an investment vehicle. Gain valuable knowledge on how real estate can build wealth over time and why it remains a compelling option for investors. Time Is Your Biggest Asset: Alan hammers home the importance of patience and strategic decision-making in real estate investing. Explore why "time is your biggest asset" and how to harness it to maximize your real estate investments. Conclusion: We'd like to extend our heartfelt thanks to Alan Goldberg for sharing his invaluable experiences and insights with us today. Don't forget to subscribe to Real Estate Uncovered for more episodes featuring experts and thought leaders in the real estate industry. 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: Alan Goldberg, Alan Goldberg Real Estate LLC Link: NBOA / Mike Glasser (Network Referral) Link: Glenwood Ave Arts Fest Link: Rogers Park Builders Group ----------------- Guest Questions 02:30 Housing Provider Tip: Ensure you're getting warranty and all issues fixed when buying new construction. 04:33 Intro to our guest, Alan Goldberg! 06:26 Alan's start in real estate! 10:09 Alan talks about his first deal! 21:03 How did Alan establish his area of focus? 25:01 Areas that have drastically improved since the 70s. 27:12 What were rehabs like in the 70s? 33:30 Toughest stretch in real estate since the 70s! 36:37 Adjusting in a tough market. 48:27 Did Alan ever question being a real estate agent? 50:55 Outlook on Rogers Park, Uptown, and surrounding Neighborhoods. 52:56 What is Alan's competitive advantage? 54:02 One piece of advice for new investors. 54:20 What do you do for fun? 56:25 Good book, podcast, or self development activity that you would recommend? 57:24 Local Network Recommendation? 57:47 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.

Ep 232Episode 232: Chicago Real Estate in the 1970s vs 2020s with Veteran Broker Jerry Ettinger
Jerry Ettinger of Ettinger Realty joins us to share jewels of wisdom accumulated over roughly 50 years in the real estate industry! Jerry kicks off with how he transitioned from being a teacher to real estate agent back in the 70s! He talks about Rogers Park and other North Side Neighborhoods and how they have changed over the years. Jerry shifts south and talks about his investments in Hyde Park! Jerry closes with neighborhoods he believes are primed for growth and emphasizes the power of buy and hold real estate; particularly impactful coming from a true real estate veteran! 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: Jerry Ettinger, Ettinger Realty Link: Build (Book Recommendation) Link: Powerhouse Principles (Book Recommendation) Link: NBOA / Mike Glasser (Network Referral) Link: Albany Bank (Network Referral) ----------------- Guest Questions 02:28 Housing Provider Tip: Ensure common area windows have screens to protect all parties! 04:15 Intro to our guest, Jerry Ettinger! 05:00 Jerry's start in real estate! 10:51 Commercial real estate in the 70s! 15:04 Rogers Park back in the 70s and 80s! 19:31 Looking back at other north side neighborhoods. 27:14 Being a Housing Provider: Then vs Now! 28:42 Jerry's advice to young investors! 31:06 How did Jerry end up investing in Hyde Park! 35:33 Chicago Neighborhoods that Jerry is bullish on! 37:00 What is Jerry's competitive advantage? 37:20 One piece of advice for new investors. 37:44 What do you do for fun? 39:01 Good book, podcast, or self development activity that you would recommend? 40:09 Local Network Recommendation? 40:56 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 231Episode 231: Proactive Maintenance Techniques for Brick Buildings
What proactive maintenance should I be doing to my building? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: [email protected] Guests: Les O'Hara, North Shore Brickwork Sponsors: North Shore Brickwork ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ep 230Episode 230: How Interning for Brandon Turner Helped BrightInvestor's Co-Founder Drew McCluskey Revolutionize Market Research
Drew McCluskey is an active real estate investor, previous intern of BiggerPockets' Brandon Turner, and Co-Founder of BrightInvestor; a data visualization software helping investors streamline market research! Drew leads off with a horror story on his first deal; a rehab on a 4-unit building! He jumps into how he leveraged the opportunity to meet and provide value to Brandon Turner which led to an internship under the BiggerPockets legend. Drew discusses the creation and power of BrightInvestor; a data software that allows real estate investors to pull building permit info, crime stats, and other data to identify emerging markets! This episode is proof that taking action and providing value to others opens tremendous opportunities that can be life changing! 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: Drew McCluskey, BrightInvestor Link: Drew's Instagram Link: Tyler Madden Instagram (Network Referral) Link: Zosia Madden Instagram (Network Referral) Link: Rejection Proof (Book Recommendation) ----------------- Guest Questions 03:53 Housing Provider Tip: Understand risks with accepting credit cards for rent payments! 06:41 Intro to our guest, Drew McCluskey! 07:22 Drew's start in real estate! 15:02 Bouncing back from a rough start in real estate. 19:27 Exchanging value with BiggerPockets' Brandon Turner! 26:08 Drew's internship under Brandon Turner! 34:44 The development of BrightInvestor! 43:46 Value that BrightInvestor brings to local investors. 48:30 What is Drew's competitive advantage? 49:03 One piece of advice for new investors. 49:51 What do you do for fun? 50:20 Good book, podcast, or self development activity that you would recommend? 51:10 Local Network Recommendation? 51:55 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.

Ep 229Episode 229: From Roofing to Real Estate: Ivan and Jackie Hernandez's Journey to Success in Chicago's Southwest Side
Ivan and Jackie Hernandez discuss their journey from a thriving roofing business to a real estate portfolio on Chicago's Southwest side! Ivan and Jackie lead off with their start in the entrepreneurial realm and how they started their roofing business. They discuss starting their real estate investing in Englewood and expanding further west into Gage Park, Brighton Park, and Marquette Park. They dive deep into screening tenants, scaling, and lessons learned during their investing journey. Ivan and Jackie with powerful words on the Southwest Housing Provider's Group and their mission to be a resource to investors in the area! 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: Ivan and Jackie Hernandez of Roofing by Hernandez & Southwest Housing Provider's Group Link: SUCI Ep 171 - Sonia Del Real Link: Everything Is Figureoutable (Book Recommendation) Link: Crushing It in Apartments and Commercial Real Estate (Book Recommendation) Link: Joe Kroc with FNBC Bank (Network Referral) Link: Roofing By Hernandez (Facebook Page) ----------------- Guest Questions 03:30 Housing Provider Tip: Ensure sewer lines and drains are clear! 04:34 Intro to our guests, Ivan and Jackie! 09:21 Starting a roofing business and other entrepreneurial ideas! 13:30 Early struggles in the roofing business. 17:09 Discussing the first rehab in Englewood! 23:12 Choosing the neighborhood(s) to invest in. 27:47 Lessons learned the hard way in C/D class neighborhoods! 31:02 Automating and creating systems. 32:54 Tenant screening in C/D class neighborhoods! 37:37 Discussing the Southwest Housing Provider's Group. 49:54 What is Ivan's and Jackie's competitive advantage? 50:09 One piece of advice for new investors. 51:16 What do you do for fun? 51:48 Good book, podcast, or self development activity that you would recommend? 52:36 Local Network Recommendation? 53:33 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.