Straight Up Chicago Investor

Straight Up Chicago Investor
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Oct 30, 2025 • 48min

Episode 409: How to Generate Direct to Seller Off-Market Deals with Eli Goodman

Eli Goodman of Illinois Real Estate Buyers gives the complete playbook on dealing directly with sellers to acquire off-market deals! Eli starts with explaining the grind it took to get his wholesaling off the ground! He discusses the right way to communicate with distressed sellers to create win-win scenarios and also throws in a few horror stories. Eli shares the various processes for direct to seller marketing and how he's achieved success. He closes things to keep in mind when practicing wholesaling in Illinois to mitigate your risk! 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: StraightUpChicagoInvestor@gmail.com Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Guest: Eli Goodman, Illinois Real Estate Buyers Link: Eli's Instagram Link: Eli's Meet Up Link: Never Split the Difference (Book Recommendation) Link: Dan Clarton (Title Services Referral) Guest Questions: 01:42 Housing Provider Tip - Leverage a HELOC on your primary residence for emergencies and to continue scaling! 03:37 Intro to our guest, Eli Goodman! 07:00 Getting a wholesaling business off the ground. 11:42 How to communicate directly with sellers! 17:18 Tactical tips on direct to seller marketing. 25:08 Building a list of cash buyers. 34:33 Outlook on Eli's wholesaling business. 37:07 Challenges of wholesaling in Illinois. 44:19 What is your competitive advantage? 44:45 One piece of advice for new investors. 45:00 What do you do for fun? 45:12 Good book, podcast, or self development activity that you would recommend? 45:29 Local Network Recommendation? 46:05 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
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Oct 23, 2025 • 1h 5min

Episode 408: Chicago Suburb Land Development with Jim Paul

Jim Paul, Director of the ALPS Group, has over 2 decades of experience in land development and receivership. Jim jumps right in by discussing an early 21-acre land development deal and the hurdles he dealt with there! He breaks down his Tuscan Hills and Canterbury Lakes projects - residential developments in Will County, IL. Jim explains how to get creative with land development design and how to finance these projects. Throughout the episode, Jim repeats the importance of due diligence to mitigate risks and protect yourself and your investors! 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: StraightUpChicagoInvestor@gmail.com Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Guest: Jim Paul, ALPS Group | Call Jim: (815) 469-3800 | Email Jim: jmp@TheALPSGroup.com Link: Lee Iacocca Autobiography Link: Building Industry Association Chicago Guest Questions: 02:21 Housing Provider Tip - Considering replacing older appliances instead of spending on repairs! 03:25 Intro to our guest, Jim Paul! 05:40 Developing a 21-acre property with limited experience! 14:28 How to source land deals. 24:27 Getting creative with land development! 29:02 Financing land development. 34:03 Lessons learned from 20 years of experience. 35:45 The ins and outs of receivership. 52:22 Jim's plan for the next 5 years! 55:31 What is your competitive advantage? 57:25 One piece of advice for new investors. 58:41 What do you do for fun? 59:00 Good book, podcast, or self development activity that you would recommend? 60:50 Local Network Recommendation? 62:07 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
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Oct 21, 2025 • 20min

Episode 407: How to Take Advantage of the Different Zoning Labels in Chicago

What are the differences between R2, R3, R4, and R5 zoning? ============= Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Link: SUCI - Resources ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
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Oct 16, 2025 • 1h 3min

Episode 406: How to Quit Your W2 After 1 House Hack with Moises Correa

Moises Correa, Principal of Proximo Equity Group, leads a team that specializes in value-add multifamily real estate across the Midwest. Moises provides the ins and outs of his first couple house hacks in Avondale and how he burned the boats and left his W2 job after the first one! He explains how he formed partnerships to purchase a large multifamily building in Louisville, KY and gets granular on the due diligence process. Moises shares great insights on capital raising and structuring partnerships to be able to take down these large acquisitions. He breaks down how he leveraged a broker relationship to acquire a deal in Fort Wayne, IN well below market value. This episode showcases how building a team and fostering relationships can truly pay dividends 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: StraightUpChicagoInvestor@gmail.com Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Guest: Moises Correa, Principal of Proximo Equity Group Link: SUCI Ep 369 - Erik Swanson Link: What It Takes (Book Recommendation) Guest Questions: 02:50 Housing Provider Tip - Understand your leases entirely to avoid legal issues. 04:44 Intro to our guest, Moises Correa! 09:05 Early lessons learned in REI! 14:43 Moises' second acquisition. 22:03 Jumping into a larger deal in Louisville! 34:02 Capital raising and structuring partnerships! 45:45 Horror stories from Louisville deals. 49:46 Investing in Fort Wayne, IN! 57:48 What is your competitive advantage? 58:18 One piece of advice for new investors. 59:21 What do you do for fun? 59:54 Good book, podcast, or self development activity that you would recommend? 60:09 Local Network Recommendation? 60:28 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
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Oct 9, 2025 • 1h 6min

Episode 405: $1 Billion in Real Estate Sales with Chicago Podcaster Joe Smazal

Joe Smazal, Senior Managing Partner of Interra Realty, has over a decade of experience selling mid-market apartment buildings and recently surpassed $1 Billion in transaction volume! Joe kicks things off by sharing the genesis and overview of his "Real Estate Chicago Style Podcast"! He reflects on his career's progression and highlights that have led him to crossing the $1 billion mark in total transaction volume. Joe dives deep on the market trends for Chicago's North Side including prime neighborhoods like Lincoln Park and Lakeview. Joe closes with takeaways from some recent personal transactions and provides an optimistic 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: StraightUpChicagoInvestor@gmail.com Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Guest: Joe Smazal, Interra Realty Link: Joe Smazal - Interra Realty LLC | LinkedIn Link: Real Estate Chicago Style Podcast Link: SUCI Ep 156 - Joe Smazal Link: SUCI Ep 368 - Joe Smazal (NSBC Live Event) Link: Mark Wilczak (Inspector Referral) Link: Scott Weinstein (Field and Goldberg) Guest Questions 02:38 Housing Provider Tip - Understand rules and regulations around security deposits! 05:00 Intro to our guest, Joe Smazal! 07:10 Joe's Real Estate Chicago Style Podcast! 15:25 Joe's path to $1 Billion of Commercial RE sales. 23:11 Chicago market trends in 2025. 31:27 Navigating the Predominance of the Block (606) Ordinance. 49:50 Joe's 5-year plan. 54:57 The outlook on Chicago! 58:29 What is your competitive advantage? 58:53 One piece of advice for new investors. 59:19 What do you do for fun? 59:51 Good book, podcast, or self development activity that you would recommend? 60:55 Local Network Recommendation? 62:09 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
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Oct 7, 2025 • 12min

Episode 404: Lending Options For Non-Owner Occupied Investors With Chris Puleo

What are my lending options for a non-owner occupied investor? ============= Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Guest: Chris Puleo of 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 2025.
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Oct 2, 2025 • 50min

Episode 403: Saving & Grinding Gets You "4" Properties Before 21 with Lantz Kurzawinski

Lantz Kurzawinski, Marketing Specialist for the Straight Up Chicago Investor Podcast, tells his story of grinding to succeed in real estate at an early age. Lantz explains how he recognized his entrepreneurial spirit at an early age and decided to dive into real estate. He shares his experience as a leasing agent and how that led him to discover his enjoyment for getting his hands dirty. Lantz gets granular on partnering on a few BRRRR deals and the value he brought to the partnership despite not having much liquidity! He shares insights on closing a house hack deal with a hilarious story about living in a "work in progress" basement apartment! Lantz demonstrates how hard work and bringing value to others is very much the key to succeeding in REI like other areas of 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: StraightUpChicagoInvestor@gmail.com Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Guest: Lantz Kurzawinksi, GC Realty & Development Link: SUCI Ep 253 - Jeff Nydegger Link: The Obstacle Is the Way (Book Recommendation) Link: Meditations (Book Recommendation) Link: Michael Procaccio (Network Referral) Guest Questions 02:49 Housing Provider Tip - Consider giving renters storage unit options to maximize your units' appeal. 04:39 Intro to our guest, Lantz Kurzawinski! 12:56 Starting off as a leasing agent. 18:38 Lantz's first deal! 23:06 Cranking through another BRRRR project and structuring partnerships. 28:00 House hacking in Jefferson Park! 40:30 Taking down deals in Itasca and Downers Grove. 46:51 What is your competitive advantage? 47:20 One piece of advice for new investors. 48:22 What do you do for fun? 48:28 Good book, podcast, or self development activity that you would recommend? 49:10 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 2025.
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Sep 25, 2025 • 1h 1min

Episode 402: Looking At Chicago Investing Differently with Jason Wagner

Jason shares why he chose to invest in Chicago's northwest side and how he's achieved success in that area. He breaks down assumable loans and 2-1 buydowns including how these tools can be leveraged to improve an asset's ROI! Jason discusses the power of the data he compiles in the Wagner Report and how investors can utilize it for a competitive edge. He closes with bullish remarks on Arlington Heights and powerful advice for new, aspiring investors! 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: StraightUpChicagoInvestor@gmail.com Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Guest: Jason Wagner, Greystone Realty Link: SUCI Ep 224 - Jason Wagner Link: Real Life Investing with Jason & Rachel Wagner (Podcast) Link: Wagner Report Link: The 5 Types of Wealth (Book Recommendation) Link: SUCI Ep 244 - Ryan Bakke Guest Questions 02:36 Housing Provider Tip - Ensure utilities are put back in your name in between tenant turnovers! 04:52 Intro to our guest, Jason Wagner! 10:53 Emerging neighborhoods and creative strategies for cash flow! 28:42 Ins and outs of assumable loans. 36:06 Insights on VA loan assumptions. 38:03 The background on Greystone Realty. 42:56 Housing market takeaways from the Wagner Report! 45:58 Opportunities in Arlington Heights. 50:26 Best of advice for aspiring real estate investors. 52:42 What is your competitive advantage? 53:07 One piece of advice for new investors. 53:20 What do you do for fun? 54:28 Good book, podcast, or self development activity that you would recommend? 56:19 Local Network Recommendation? 57:11 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
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Sep 23, 2025 • 13min

Episode 401: Interest Rates Are Coming Down According to Chris Puleo

Chris Puleo lays out tangible reasons why he feels interest rates will be coming down in the upcoming future. ============= Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Guest: Chris Puleo of 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 2025.
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Sep 18, 2025 • 1h 1min

Episode 400: The Proven Way To Break Down Chicago Real Estate Investing with Kevin Rocio

Kevin Rocio, founder of ROC Advisory Group, is an award winning commercial real estate broker, mentor, and investor. Kevin shares how he built a business and sphere of influence in the mortgage lending industry. He discusses his start in commercial real estate and gets granular on various valuation metrics. Kevin talks about the rapid growth of his business during and after the pandemic. He closes with explaining the importance of building a great reputation to set yourself up for success in this relationship-based 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: StraightUpChicagoInvestor@gmail.com Properties for Sale on the North Side? We want to buy them. Email: StraightUpChicagoInvestor@gmail.com Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com ============= Guest: Kevin Rocio, ROC Advisory Group Link: Kevin Rocio's Instagram Link: Crain's Chicago Business Link: SUCI Ep 296 - Moses Hall Link: Mike Levin (Network Referral) Guest Questions 04:09 Housing Provider Tip - Let insurance representatives know about property improvements to reduce your premium! 05:50 Intro to our guest, Kevin Rocio! 14:45 Transitioning out of mortgage lending after 17 years. 20:46 Starting in real estate brokerage in 2009. 33:16 Utilizing GRM for valuations. 34:51 Kevin's business through and post COVID. 48:31 How to find a mentor! 52:32 Importance of marketing and building a reputation. 55:05 What is your competitive advantage? 55:32 One piece of advice for new investors. 56:08 What do you do for fun? 56:50 Good book, podcast, or self development activity that you would recommend? 58:18 Local Network Recommendation? 59:09 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.

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