Are you a real estate investor in Chicago or someone looking to invest in the Chicagoland Market? If so, this podcast is for you! We break down the neighborhoods, different sides of the city, and surrounding suburbs so you can understand the uniqueness of investing in Chicago real estate. The hosts and guests are Chicago investors and Property Managers who are making it happen in and around the Windy City. We share information, winning strategies, obstacles, success stories, and most importantly, lessons learned. If you are looking for ground level information and want to learn what has worked and not worked in Chicago, you are in the right place.
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Listeners of Straight Up Chicago Investor that love the show mention: mark and tom, tom and mark, chicagoland area, investor looking, anyone looking to invest, kane,The Straight Up Chicago Investor podcast is an invaluable resource for newbie investors in the Chicago area. The hosts, Mark and Tom, along with their guests, bring a wealth of knowledge, experience, and tips to each episode. The podcast is highly informative, covering a wide range of topics related to real estate investing in Chicago and the surrounding areas. Mark and Tom are not only smart and knowledgeable but also have a great sense of humor that keeps listeners engaged. Each episode provides something new to learn and offers actionable insights for investors. I would highly recommend this podcast to anyone interested in real estate investing in Chicago.
One of the best aspects of The Straight Up Chicago Investor podcast is the high caliber of guests that are featured on the show. These guests provide valuable insights into the local real estate market and share their experiences, making it easier for listeners to navigate the unique challenges in the Chicago area. Additionally, the hosts' interviewing skills are top-notch, allowing them to extract key information from their guests and delve into important topics.
Another great aspect of this podcast is the hosts' accessibility and willingness to answer questions from listeners. They actively engage with their audience, providing additional support and advice beyond what is covered in each episode.
As for drawbacks, there are very few negative aspects to this podcast. Occasionally, there may be episodes that are more relevant to specific areas or niches within real estate investing that may not apply to all listeners. However, even these episodes still offer valuable insights and information that can be applied more broadly.
In conclusion, The Straight Up Chicago Investor podcast is an essential resource for anyone interested in real estate investing in the Chicago area. With knowledgeable hosts, informative guests, and actionable insights provided in each episode, this podcast offers a wealth of information that can help both beginners and experienced investors succeed in their ventures. Whether you are looking for advice on specific neighborhoods or want general guidance on real estate investing strategies, this podcast has it all. Don't miss out on this valuable resource if you are interested in Chicago real estate investing.
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 ============= Wonderful Togbey joins us to explain how he's grinded to build a rental portfolio of 20 doors and is actively scaling! Wonderful shares his start in REI back in Omaha, Nebraska. He breaks down a deal in Bronzeville that closed right at the onset of COVID that came equipped with non-paying tenants! Wonderful reflects on lessons learned from gut renovations including considerations on layouts to maximize rents. He has multiple examples of pivoting while under, and even getting a second job to get deals done. This episode is a motivating one with countless stories showcasing perseverance and grit. 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 Guest: Wonderful Togbey Link: Wonderful's Instagram Link: How to Win Friends & Influence People (Book Recommendation) Link: Eric Workman (Network Referral) Guest Questions 02:17 Housing Provider Tip - Leverage Google Earth and other tools for measurements and floor plans! 03:55 Intro to our guest, Wonderful Togbey! 09:21 Starting real estate investing in Omaha, NE. 13:40 Challenging Bronzeville Deal with COVID looming! 19:51 The power of long term investing and dealing with non-paying tenants. 30:16 Wonderful's first gut rehab project and buying another property simultaneously! 36:38 Cultivating perseverance in real estate. 41:56 Lessons learned from redeveloping a building. 47:41 Wonderful's long term investing goals. 50:36 Management systems for small investors. 52:14 What is your competitive advantage? 52:50 One piece of advice for new investors. 53:34 What do you do for fun? 53:45 Good book, podcast, or self development activity that you would recommend? 54:23 Local Network Recommendation? 54:52 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.
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 ============= Daniel Baker, owner of Teton Properties, explains how he's built a portfolio with strategic house hacks and value-add renovations. Daniel discusses his move from Memphis to Chicago to get started in real estate. He shares some hilarious stories on househack value-add projects and getting extremely gritty to get projects to the finish line. He then breaks down a deal that closed right at the onset of COVID in 2020. Throughout this episode, Daniel gives numerous examples of how getting scrappy and persevering can be a competitive advantage that pays huge dividends. 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 Guest: Daniel Baker, Teton Properties Link: How to Win Friends and Influence People (Book Recommendation) Link: Snowball (Book Recommendation) Link: Jen Fritzshall (Attorney Referral) Link: SUCI Ep 22 - Matt Fritzshall Guest Questions 02:08 Housing Provider Tip - Consider making professional carpet cleaning a move-out requirement for tenants! 04:23 Intro to our guest, Daniel Baker! 07:35 Getting started in real estate with Marcus & Millichap. 18:46 Purchasing a Lincoln Square 4-Flat after a few house hacks! 26:48 Daniel's top lessons learned after his first few projects! 29:41 Jumping into a deal with COVID looming. 39:33 Closing a deal while getting laid off! 44:40 What's next for Daniel? 47:48 Daniel's outlook on Chicago! 50:43 What is your competitive advantage? 51:11 One piece of advice for new investors. 51:30 What do you do for fun? 51:51 Good book, podcast, or self development activity that you would recommend? 52:22 Local Network Recommendation? 49:10 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
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 ============= How Can I buy a new property before selling my existing property, while still not having my offer contingent on the existing sale? 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 Guest: Perry Farella of First Community Mortgage Link: Perry Farella - First Community Mortgage ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
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 ============= Real Estate Nate shares how he has accumulated 26-units with healthy cash flow all while having a demanding W2 job! Nate shares lessons learned from his first few deals and compares small vs large multifamily buildings. He explains how he and his wife leverage their high-income W2 jobs to propel their real estate investments and hedge associated risks. Nate dives into his consulting business involving CRM system implementation. Nate closes with tips on financing 5+ unit buildings and emphasizes the importance of building a great team to set yourself up for REI success! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! ============= Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Nate Fernandez, Optimum Process Partners Link: Nate's Instagram Link: Nate's LinkedIn Link: NBOA Chicago Link: West Suburban Building Owners Association Link: Extreme Ownership (Book Recommendation) Link: SUCI Ep 196 - John Warren Guest Questions 02:51 Housing Provider Tip - Power through difficult deals and keep the end goal in mind! 04:48 Intro to our guest, Nate Fernandez! 09:06 Lessons learned from Nate's first deal! 16:17 Comparing 2-4 unit vs 5+ unit buildings. 20:16 Hedging risk with proper planning. 23:33 Setting up a property management system. 27:02 Nate's system implementation consulting business and areas of focus. 30:43 Navigating pre-sale inspections. 35:57 Nate's goals by 40! 38:05 Leveraging a W2 job to propel real estate investments! 40:55 How to finance 5+ unit buildings. 45:11 What is your competitive advantage? 45:53 One piece of advice for new investors. 46:19 What do you do for fun? 46:57 Good book, podcast, or self development activity that you would recommend? 47:50 Local Network Recommendation? 49:10 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
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 ============= Corey Oliver, CEO of Strength in Management, is back three years later to share additional insights on managing in C/D neighborhoods. Corey starts by discussing recent compression of cap rates and investment financials in Chicago C/D class neighborhoods. He gets granular on the process for placing and managing CHA tenants. Corey breaks down how he sets investment return expectations for out of state investors looking to invest in lower income neighborhoods. Corey closes with exciting news about his upcoming development project which includes city grants and tax credits! ============= 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 Guest: Corey Oliver, Strength in Management Link: NBOA Chicago (Network Referral) Link: Corey's Original Episode 175 Guest Questions 02:38 Housing Provider Tip - Understand the risks of hydro-jetting old sewer lines! 04:07 Intro to our guest, Corey Oliver! 09:49 Cap rates and expense ratios in challenging neighborhoods! 15:16 Rent increase on subsidized housing tenants. 17:55 Managing CHA tenants. 32:00 Setting expectations on C/D class investments! 42:18 Corey's upcoming development project! 61:21 What is your competitive advantage? 61:37 One piece of advice for new investors. 62:02 What do you do for fun? 62:43 Good book, podcast, or self development activity that you would recommend? 63:48 Local Network Recommendation? 64:08 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.
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 ============= How can Chicago investors fund rehabs for 2-4 unit 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: StraightUpChicagoInvestor@gmail.com Guest: Perry Farella of First Community Mortgage Link: Perry Farella - First Community Mortgage ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Kevin Schnell of Concord Capital has amassed a portfolio of over 400 rental units and has vast experience repositioning multi-family and mixed-use real estate investments! Kevin hits the ground running with how he grinded early in his real estate career to learn his markets and efficiently prospect to generate deal flow. He discussed the valuable knowledge he gained while working with MO2 Properties, a Chicago-based rental property owner and operator. Kevin describes the journey of leaving MO2 Properties to start his own investment company. He closes the show with advice on adaptive reuse projects and motivating words on why Chicago is the place to be for 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 Guest: Kevin Schnell, Concord Capital Link: Kevin's LinkedIn Link: Getting to Yes (Book Recommendation) Link: Liz Butler (Zoning Attorney Referral) Guest Questions 03:05 Housing Provider Tip - Understand tenant chargebacks to protect yourself from tenant damages! 04:39 Intro to our guest, Kevin Schnell! 07:14 How to learn a market and prospecting. 15:57 Kevin's transition to MO2 Properties! 23:18 Strategies for cold calling sellers. 32:47 Leaving MO2 to start an investment business! 36:42 Kevin's current focus. 41:44 Considerations on adaptive reuse projects! 44:35 Why Kevin is doubling down on Chicago! 48:55 What is your competitive advantage? 49:18 One piece of advice for new investors. 50:12 What do you do for fun? 50:50 Good book, podcast, or self development activity that you would recommend? 51:43 Local Network Recommendation? 52:05 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.
Michael Kaplan is a real estate broker and investor who has grinded to become a top broker at 24 years of age! Michael starts by explaining how he realized that college was not for him and pivoted to an entrepreneurial route in real estate! He explains the mindset required to start real estate investing and how he was able to acquire a 4-unit property in McHenry. Michael gets granular on how providing top tier service in leasing allowed him to get referral business which led to the creation of his team, the REKAP Group. Throughout the show, Micheal emphasizes the importance of a strong work ethic and transparency to gain the trust of potential clients and propel your business' 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: StraightUpChicagoInvestor@gmail.com Guest: Michael Kaplan, The REKAP Group Link: Michael's Instagram (@M.J.Kaplan) Link: The REKAP Group's Instagram (@RekapGroup) Guest Questions 03:31 Housing Provider Tip - Keep space heaters handy to be prepared for No Heat situations in winter! 05:00 Intro to our guest, Michael Kaplan! 12:13 Grinding as a newly licensed broker. 25:05 The mindset to start investing in real estate! 31:37 Micheal's first investment in McHenry. 37:47 Starting the REKAP Group! 42:53 What would Michael change in his RE journey so far? 46:14 What is your competitive advantage? 47:12 One piece of advice for new investors. 48:17 What do you do for fun? 49:24 Good book, podcast, or self development activity that you would recommend? 50:26 Local Network Recommendation? 50:43 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.
What's Different in Today's Lending Environment and How do Chicago Investors Capitalize? ============= 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 Guest: Eric Workman of Renovo Financial Link: Workman Lending Team - Renovo Financial - Real Estate Investment Loans Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Erik Swanson, owner of Fernweh Property Group, explains how he's developed a track record with investors that has allowed him to build a Tap Room business and an impressive real estate portfolio! Erik starts with very cool stories about his days in the music industry including working alongside some legendary bands! He dives into his first couple real estate deals including a FHA 203k loan and an intense story about a drive-by shooting at one of his properties! Erik discusses how he raised money to start an innovative, self-pour Tap Room business and emphasizes the importance of building a track record to raise money. He shares keys to growth in real estate and explains how he runs his businesses all while traveling across the world on a regular basis! 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 Guest: Erik Swanson, Fernweh Property Group Link: Erik Swanson's LinkedIn Link: Eric Workman (Network Referral) Guest Questions 04:24 Intro to our guest, Erik Swanson! 09:58 Transitioning from the music industry to real estate! 15:28 Drive-by shooting at Erik's 5-unit building. 18:16 Lessons learned from rehab projects. 20:35 Starting a self pour tap room during COVID! 30:11 Erik's keys to explosive growth in real estate. 37:36 Reputation building to raise money. 41:57 What's next for Erik?! 49:12 What is your competitive advantage? 49:50 One piece of advice for new investors. 50:36 What do you do for fun? 50:50 Good book, podcast, or self development activity that you would recommend? 51:33 Local Network Recommendation? 52:23 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Tom and Mark interview Joe Smazal of Interra Realty and Ann Reilly of Westward360 during NSBC's Live Event! Conversations range from leasing trends to handling evictions and the state of the multifamily market in 2025. This show is full of valuable insights from two heavy hitters in the Chicago Multifamily 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 Guest: Joe Smazal & Ann Reilly, Interra Realty & Westward360 Link: Joe Smazal's LinkedIn Link: Ann Reilly's LinkedIn Link: SUCI Ep 156 - Joe Smazal Link: Northwest Side Building Coalition (NSBC) Website Guest Questions 00:30 The State of Chicago's NW Side Commercial Real Estate. 04:33 Leasing trends and strategies! 10:18 Dealing with evictions in today's market. 17:17 Who is transacting in multifamily real estate in Chicago? 20:58 The evolution of the tenant pool and the market in Chicago. 24:53 Rapid fire Chicago real estate questions! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
How do I incentivize and optimize renewals? ============= 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 Guest: Jeff Weinberg, Drexel Properties Link: Jeff Weinberg Shares Property Management Expertise on the Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Jeffrey Ma joins us to share his experience as a real investor, broker, and wholesaler including various creatively structured deals! Jeffrey starts by discussing his upbringing, start in real estate, and how he established a focus on wholesaling. He dives deep into “creative” deals including one deal where he was able to close on a property minutes before it would have been foreclosed on. Jeffrey explains how he's gotten into bigger deals including a multifamily syndication and brokering a warehouse space that resulted in a six-figure commission! Throughout the show, Jeffrey is able to eloquently convey his approach to real estate and life which revolves around enjoying the process and being grateful for the present moment! 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 Guest: Jeffrey Ma, Keller Williams Preferred Realty Link: Jeffrey's Instagram Link: Chicago Real Estate Investors Meetup Link: Eli Goodman's LinkedIn Link: SUCI Ep 326 - RJ de Leon (Network Referral) Link: Mind Management, Not Time Management (Book Recommendation) Guest Questions 02:53 Housing Provider Tip - Keep a bag of ice melt at your properties in the event of unforeseen slippery conditions! 04:27 Intro to our guest, Jeffrey Ma! 12:10 Gaining momentum in real estate and getting into wholesaling! 19:11 Jeffrey's journey to creative deals. 25:18 Case studies of “cool” deals! 29:44 Jeffrey's most “unconventional” deal to date. 36:46 Getting into bigger deals including a 6-figure commission! 40:06 The Origin Story of Jeffrey's and his partner Eli's meetup. 43:02 What's next for Jeffrey?! 48:35 What is your competitive advantage? 49:00 One piece of advice for new investors. 49:23 What do you do for fun? 49:58 Good book, podcast, or self development activity that you would recommend? 51:21 Local Network Recommendation? 51:42 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Wyatt Simon, owner of Full Circle Real Estate, discusses the successes and lessons learned in his journey to building a $20 million real estate portfolio! Wyatt starts by talking about how a successful BRRRR deal allowed him to gain momentum early on in his investing career. After a homerun deal, he shares lessons learned from a bad deal that involved getting caught doing construction without a permit and going significantly over budget! Wyatt explains the issues that arise from lack of liquidity even for high networth individuals. Throughout the episode, Wyatt drops powerful insights on mentorship, staying disciplined, and starting with the end in mind! 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 Guest: Wyatt Simon, Full Circle Real Estate Link: Wyatt's Instagram Link: Wyatt's 7 Figure Mastermind Link: Your First 100 Units (Wyatt's Book) Link: 7 Habits of Highly Effective People (Book Recommendation) Link: Jake and Geno (Network Referral) Guest Questions 03:30 Housing Provider Tip - Understand appliance warranties and reconsider extending warranties! 05:09 Intro to our guest, Wyatt Simon! 11:16 Wyatt's first BRRRR deal. 14:50 A third deal, gone bad! 19:47 How to start direct-to-seller marketing. 28:02 Ins and outs of “subject to” financing deals. 34:07 Navigating liquidity concerns. 37:56 Wyatt's 5-year outlook! 41:12 What is your competitive advantage? 41:37 One piece of advice for new investors. 42:53 What do you do for fun? 43:10 Good book, podcast, or self development activity that you would recommend? 44:16 Local Network Recommendation? 44:52 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.
How does credit effect DSCR loans? ============= 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 Guest: Eric Workman, Renovo Financial Link: Workman Lending Team - Renovo Financial - Real Estate Investment Loans Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
John discusses his start in real estate over a decade ago and reflects on missed opportunities, lessons learned, and success stories! He shares practical advice on simply structuring partnerships and talks about Forte Properties' plan for growth in the western suburbs. John dives into starting a property management company along with building and remaining loyal to a team to support his portfolio. Mr. Warren closes with motivating words on entrepreneurship and why you should take the leap of faith! 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 Guest: John Warren, Forte Properties Link: Forte Properties (@fortepropertieschicago) • Instagram photos and videos Link: Extreme Ownership (Book Recommendation) Link: Luke Erlandson (Agency Lender Referral) Guest Questions 02:53 Intro to our guest, John Warren! 03:18 Lessons learned from growing a 168-unit portfolio! 06:50 How to simply structure a partnership? 12:00 John's geographical focus and plans for growth. 21:01 Resetting expectations on real estate investment returns! 23:45 Setting up a property management office. 26:27 Property management software and leveraging virtual assistants. 31:48 John's recent horror story! 33:53 What would John do differently in his journey? 34:47 Growing a family while pursuing entrepreneurship. 36:50 What is your competitive advantage? 37:18 One piece of advice for new investors. 37:43 What do you do for fun? 38:26 Good book, podcast, or self development activity that you would recommend? 39:00 Local Network Recommendation? 40:15 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.
Scott Henry, Founder of Celadon Partners, joins to discuss the ins and outs of Affordable Housing Development including tax credits, grants, and construction considerations. Scott starts by sharing his experience working at JPMorgan's Low Income Housing Tax Credit investment group and his transition to developing affordable housing! He provides a case study of an adaptive reuse project and gets granular on how the acquisition opportunity was presented, how the capital was raised, and construction considerations. Scott shares notable due diligence stories and talks about what to look for in buildings when considering adaptive reuse redevelopment. This is a great show that sheds light on the opportunities and incentives available for affordable housing developers! 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 Guest: Scott Henry, Celadon Partners Link: Scott's LinkedIn Link: Banana Ball (Book Recommendation) Link: Landmarks Illinois (Network Referral) Link: SUCI Ep 351 - Richard Koenig Guest Questions 02:47 Housing Provider Tip - Dial in your tenant screening process to prevent issues! 04:22 Intro to our guest, Scott Henry! 08:50 The Low Income Housing Tax Credit. 13:25 Case Study - Adaptive Reuse Project! 20:45 Covenants for Tax Credits and Grants. 28:54 Construction Considerations on Adaptive Reuse Projects. 34:03 Shocking stories during due diligence. 37:40 What is your competitive advantage? 38:14 One piece of advice for new investors. 38:34 What do you do for fun? 39:05 Good book, podcast, or self development activity that you would recommend? 40:39 Local Network Recommendation? 41:46 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
What actionable steps do I need to take for the Northwest Side Preservation Ordinance? ============= 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 Guest: Brie Schmidt, Second City Real Estate Link: Northwest Side Preservation Ordinance Link: The Current State Of Chicago's Northside Real Estate Market With Managing Broker Brie Schmidt Link: Episode 327: Logan & Humboldt Property Owners' Rights Taken By The New NW Preservation Ordinance with Luke Blahnik ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
David Lanciotti and Del Denney of The Land Trust Company explain why all real estate investors should understand and consider utilizing Land Trusts! David and Del jump right in by explaining the basics and complexities associated with land trusts. They dive into the challenges that may arise when transferring properties into land trusts. The duo provides real life examples of how a land trust can help protect housing providers from lawsuits and help maintain privacy. This show is loaded with valuable tips on asset protection and privacy to help you bulletproof your portfolio! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: David Lanciotti and Del Denney, The Land Trust Company Link: High Performance Playbook (Del's Book!) Link: Deep Work (Book Recommendation) Link: Bunkhouse Logic (Book Recommendation) Guest Questions 01:51 Housing Provider Tip - Vet tenant's income before agreeing to a payment plan. 05:31 Intro to our guests, Del and David! 07:30 The Ins and Outs of Land Trusts. 16:41 The downsides of a Land Trust. 22:03 Deep Dive on Trusts and Probate! 29:55 When does it not make sense to set up a Trust? 33:38 The process and costs for setting up a trust. 38:55 What is your competitive advantage? 39:27 One piece of advice for new investors. 39:55 What do you do for fun? 40:30 Good book, podcast, or self development activity that you would recommend? 42:33 Local Network Recommendation? 43:01 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.
Tom Raleigh, Founding Attorney of Halsted Law Group, returns after being on Episode 40 to talk evictions! Tom jumps right in by breaking down the eviction process and the timelines in 2025. He gives great tips on getting ahead of the process and emphasizes the importance of staying on top of tenants and not waiting too long to file the eviction case. Tom hits us with rapid fire eviction stats including neighborhoods and even streets where his office has had the most eviction filings. He closes with top insights on complying with Fair Housing and tenant screening to avoid eviction court altogether! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! ============= 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 Guest: Tom Raleigh, Halsted Law Group Link: Tom Raleigh's LinkedIn Link: Meditations (Book Recommendation) Link: Shawn Ryan Show (Podcast Recommendation) Guest Questions 02:27 Housing Provider Tip - Dial in your tenant screening process to prevent issues! 04:17 Intro to our guest, Tom Raleigh! 5:01 The Eviction Process in 2025. 12:48 How can landlords get ahead in the eviction process? 21:56 Rapid fire stats on Tom's eviction filings! 30:40 Housing Section of the CARES Act. 39.28 10 Day Notice for Cause. 47:36 Tips for Landlords to avoid Fair Housing violations. 55:41 What is your competitive advantage? 56:15 One piece of advice for new investors. 56:32 What do you do for fun? 56:58 Good book, podcast, or self development activity that you would recommend? 57:38 Local Network Recommendation? 58:38 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
What can I do to maximize my tax returns? ============= 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 Guest: Michael Procaccio, Pro Financial Services Group Inc. Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Tom and Mark interview some of Chicago's Real Estate Heavy Hitters during Kiser Group's 20 Year Anniversary Celebration! Conversations range from condo deconversions, the attorney review side of a commercial deal, and the origins and evolution of Kiser Group. This show is full of wisdom from Kiser Group's top brokers and business partners so prepare to learn from some of the best folks in the 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: StraightUpChicagoInvestor@gmail.com Guest: Lee Kiser and Guests, Kiser Group Link: SUCI Ep 239 - Reducing Assessed Value with Fritz Kaegi and Stacie Young Guest Questions 02:57 Housing Provider Tip - People like doing business with people that they like so treat people well! 04:48 Jake Parker's insights on condo deconversions and more! 10:09 Andy Friedman reflecting on 7 years at Kiser Group! 19:15 Scott Weinstein: Advice from a Commercial Real Estate Attorney. 26:04 Corey Oliver on acquiring and stabilizing multifamily buildings. 37:03 Top tier commercial lending tips with Matt Bower! 44:48 Dominating in Chicago's Southside with Aaron Sklar! 57:02 CIC's latest loan options with Stacie Young! 62:20 Kiser Group's Origins with Estella and Lee Kiser! ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Frank Montro, the King of Chicagoland, returns to share how he and his real estate team have remained top producers during recent years of high interest rates and prices. Frank explains how he coaches buyers to understand monthly payments as opposed to being scared off by rates and pricing. He discusses the keys to getting off the ground as a new broker and/or investor including tips on networking and cold calling. Frank gives brutally honest advice on the work ethic required to succeed and warns “order-taking” agents of the challenges they will face in this market. In this show, Frank empowers you to “put your nose to the grindstone” to stay ahead of your competition! 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 Guest: Frank Montro, Frank Montro Homes Link: SUCI Ep 64 - Frank Montro Link: Exactly What To Say (Book Recommendation) Link: Martin Lorenzen (Lender Referral) Guest Questions 02:45 Housing Provider Tip - Notify your insurance broker of slip and fall incidents to ensure you're covered! 04:49 Intro to our guest, Frank Montro! 17:24 Surviving as a new broker in today's market. 23:54 Keys to lead generation and deal flow! 40:16 Committing to real estate while having work-life balance. 64:36 What is your competitive advantage? 64:55 One piece of advice for new investors. 65:24 What do you do for fun? 66:08 Good book, podcast, or self development activity that you would recommend? 66:42 Local Network Recommendation? 67:20 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
What Can I Write Off as a Chicago Househacker? ============= 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 Guest: Michael Procaccio, Pro Financial Services Group Inc. Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Jake Fugman and Mike Scanlon of The Axon Group return to discuss Chicago's REI market performance, predictions, and exciting developments! Jake and Mike kick things off by assessing their 2024 predictions regarding mortgage rates, appreciation, and cap rates! They then break down the impacts of the Northwest Side Housing Preservation on landlords in the area and provide noteworthy predictions for 2025. These predictions include what the new presidential administration will mean for the downtown market, househacker purchasing power with 5% down, the 1901 project, the path of progress, and much more! 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 Guest: Jake Fugman & Mike Scanlon, The Axon Group Link: The Axon Group Instagram Link: SUCI Ep 268 - 2024 Predictions with Jake and Mike Link: SUCI Ep 327 - Luke Blahnik on NW Preservation Ordinance Link: REI Diamonds Podcast Link: ADPI Podcast Link: Kevin Kaspers (Lender Referral) Link: Cost Seg Kev Guest Questions 02:25 Housing Provider Tip - Consult with your attorney and insurance agent on handling slip and fall incidents. 03:17 Intro to our guests, Jake Fugman and Mike Scanlon! 7:59 House Hackers unlocking huge leveraged returns with 5% down! 16:13 What did cap rates do in 2024? 20:22 Prediction 1: The return of 100% bonus depreciation. 24:37 Impacts of the Northwest Side Housing Preservation Ordinance. 38:00 Will downtown Chicago make a comeback? 49:24 Investing in 2-4 unit new construction buildings. 54:37 The 1901 Project! 63:04 What is your competitive advantage? 65:33 One piece of advice for new investors. 67:28 What do you do for fun? 68:25 Good book, podcast, or self development activity that you would recommend? 70:26 Local Network Recommendation? 71:17 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.
Mike Bednarz, an accomplished real estate investor and HVAC business owner, joins us to share his inspiring trajectory of growing a real estate portfolio and overcoming a scary accident! Mike explains how he lived frugally to save a down payment and buy his first multifamily investment property in Edison Park. He discusses the discipline he used to acquire his second property and how he found a niche in mixed-use properties with leasing up local retail spaces. Mike shares a life changing incident where he fell off a ladder while working for his HVAC company that resulted in life threatening injuries. He breaks down his recovery despite doctors doubting that it was possible and bouncing back stronger than ever. This is the definition of an inspirational conversation around discipline and grit that you will not 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: StraightUpChicagoInvestor@gmail.com Guest: Mike Bednarz, Housing Opportunity Development Corporation (HODC) Link: Eat That Frog (Book Recommendation) Link: How Not To Die Guest Questions 05:09 Housing Provider Tip - Understand the Illinois Landlord Retaliation Act! 06:51 Intro to our guest, Mike Bednarz! 15:40 Jumping into a 6-unit after a house hack! 21:32 Finding a niche in mixed-use buildings. 23:36 Mike's scary accident. 31:58 Mike's history of discipline. 35:47 What's next for Mike and the meaning of purpose! 43:35 What is your competitive advantage? 44:57 One piece of advice for new investors. 45:37 What do you do for fun? 46:20 Good book, podcast, or self development activity that you would recommend? 47:42 Local Network Recommendation? 48:46 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
What are the current political issues Chicago investors need to be aware of and how can the NBOA help? ============= 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 Guest: Mike Glasser, NBOA ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Richard Koenig is HODC's Executive Director and has led the development of over 600 units of affordable housing! Richard starts with how he found his “Why” and discovering that he wanted to dedicate his career to helping solve the lack of affordable housing. He gets granular on the financing and approval process on these types of developments. Richard compares market rate housing to affordable housing including cost to build and tenant screening. He shares advice on how smaller investors can help contribute to the affordable housing issue and make a positive impact in their community! 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 Guest: Richard Koenig, Housing Opportunity Development Corporation (HODC) Link: SUCI Ep 283 - S.I. Container Builds Link: Homelessness is a Housing Problem (Book Recommendation) Guest Questions 01:48 Housing Provider Tip - The legal way around HOA rules about lease terms! 03:47 Intro to our guest, Richard Koenig! 08:15 Financing and tax credits for affordable housing development. 14:32 Guidelines for affordable housing designation. 19:08 Dealing with affordable housing critics. 25:31 The economics of building affordable housing. 31:05 Tenant screening process! 38:53 Contributing to affordable housing as a smaller investor. 44:58 Top challenges for developers. 48:27 Opportunities for improvements to bring more development. 51:39 What is your competitive advantage? 51:55 One piece of advice for new investors. 52:18 What do you do for fun? 52:40 Good book, podcast, or self development activity that you would recommend? 53:09 Local Network Recommendation? 54:07 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.
Mike Tenerelli not only has a background in Reality TV, but also in construction, management, and sales which have propelled his explosive growth in real estate! Mike discusses his journey from flipping homes to helping others find the right property. If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! 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 Guest: Mike Tenerelli, Exit Real Estate Partners Link: Mike's Instagram Link: One Rental at a Time (YouTube Channel) Link: Lending One (Lender Referral) Guest Questions 02:27 Housing Provider Tip - Plan accordingly when giving Section 8 tenants notice to vacate! 04:24 Intro to our guest, Mike Tenerelli! 09:18 Becoming a full time investor after 2 flips! 11:42 Learning the Milwaukee market. 20:54 Growing a brokerage business. 24:38 Dealing with new NAR compensation rules. 33:10 The 101 on the Western Burbs! 38:01 Consequences of Flipping Gone Wrong! 42:02 What is your competitive advantage? 42:40 One piece of advice for new investors. 43:28 What do you do for fun? 43:46 Good book, podcast, or self development activity that you would recommend? 44:07 Local Network Recommendation? 44:46 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
When Does a 5 Day Notice Become a 30 Day Notice? ============= 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 Guest: Mark Ainley, Straight Up Chicago Investor Podcast Link: Enforcing the CARES Act 30-Day Eviction Notice Requirement ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Sam Patterson is a successful Commercial Real Estate Broker, Investor, and Restaurant Owner with vast experience in renovation and property management! Sam opens with his experience in commercial real estate receiverships and his start in investing! He touches on structuring and leveraging partnerships to scale a real estate portfolio. Sam discusses ins and outs of DeKalb including the housing stock and the investment opportunities. In sharing his project experiences, Sam speaks to seller financing, TIF funds, and various other concepts to add to your real estate toolbox! 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 Guest: Sam Patterson, RVG Commercial Real Estate Services | Email Sam (spatterson@rvgcommerical.com) Link: Sheela Prahlad (Lender Referral) Link: Rob Zahm (Roofer Referral) Guest Questions 03:39 Housing Provider Tip - Take precautionary measures to deal with Chicago's frigid temperatures! 05:40 Intro to our guest, Sam Patterson! 08:41 Crazy receivership stories and becoming an investor! 19:48 Why invest in West Chicago? 23:01 Structuring a partnership. 29:57 DeKalb's housing stock and investment expectations. 38:38 How TIF funds work! 41:13 Surprises on a large commercial property renovation! 44:16 An overview of Sycamore. 50:24 Refinance terms on a commercial loan. 53:17 What's next in Sam's investment journey? 58:24 What is your competitive advantage? 59:19 One piece of advice for new investors. 60:11 What do you do for fun? 60:49 Good book, podcast, or self development activity that you would recommend? 61:32 Local Network Recommendation? 62:11 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.
Josh Bandoch is the Head of Policy at the Illinois Policy Institute where he works to spread awareness on improving housing policies to promote affordability and social mobility. Josh starts by describing how he got into housing policy and the mission of the Illinois Policy Institute. He explains some of the prohibitive policies in Illinois that restrict development and the increase of housing supply. Josh discusses the power of ADUs to bring affordable housing supply and how other cities with less restrictions have successfully developed ADUs. He closes by explaining how Illinois can and should look at the policies in other states that have helped solve affordable housing and state debt issues. This is a great show to understand macro-level issues we deal with here in Illinois and how we can make our voice heard to help reach solutions! 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 Guest: Josh Bandoch, Illinois Policy Institute Link: Josh's LinkedIn Link: Thinking Fast and Slow (Book Recommendation) Guest Questions 01:35 Housing Provider Tip - Keep heat on in vacant units to prevent pipe bursts and other issues during winter! 03:36 Intro to our guest, Josh Bandoch! 06:42 The Illinois Policy Institute and its mission! 13:21 Policies negatively impacting housing affordability. 24:23 Benefits of ADUs and restrictions in Illinois. 34:14 Places with the least amount of housing regulation. 38:05 Dissecting Illinois Property Taxes! 44:54 Looking outside of Chicago to solve Chicago's problems! 47:47 What is your competitive advantage? 48:46 One piece of advice for new investors. 49:12 What do you do for fun? 49:47 Good book, podcast, or self development activity that you would recommend? 50:34 Local Network Recommendation? 51:00 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
What IL rules changes do investors need to be aware of in 2025? ============= 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 Guest: Mark Ainley, Straight Up Chicago Investor Podcast Link: Cook County Landlords Won't Need Sheriff to Serve 2025 Notices ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2025.
Joey Turano is real estate broker and investor who has leveraged partnerships and low down payment loans to quickly build his multifamily buildings portfolio! Joey starts by describing his “soul searching” journey in Europe and realizing that real estate would be his career path in life! He explains how he got scrapy to bring value to a Top Producing Real Estate agent and eventually joined the team to learn the ropes of real estate brokerage. Joey describes how he quickly purchased two househacks by leveraging low down payment loans and partnerships. He drops some hilarious horror stories on tenants and DIY projects and also reflects on his investment strategy and how it will be refined moving forward! This is another great show that demonstrates how taking action sooner than later is a key to success. If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! ============= Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Joey Turano, The Ben Lalez Team - Compass Link: Joey's Instagram Link: SUCI Ep 203 - Catalin Maticiuc Link: Scott Schneiderman (Lender Referral) Link: Extreme Ownership (Book Referral) Guest Questions 03:31 Housing Provider Tip - Keep space heaters handy to be prepared for No Heat situations in winter! 06:16 Intro to our guest, Joey Turano! 10:33 Getting into real estate and choosing a team. 15:52 Working Zillow leads and getting into investing. 18:26 Strategies to get into REI! 21:36 Joey's first deal. 26:51 Quickly buying deal #2. 30:20 Lessons from DIY projects and partnering with family. 35:09 Funny, horror stories! 38:20 Refining an investment strategy. 47:04 What is your competitive advantage? 47:45 One piece of advice for new investors. 48:32 What do you do for fun? 49:00 Good book, podcast, or self development activity that you would recommend? 49:32 Local Network Recommendation? 50:21 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.
Boyan Salha is a seasoned General Contractor and the leader of his company Best Fit Homes. He joins us to share how he learned to source and renovate deals from working with a large investment group. Boyan starts by explaining the investing lessons learned by working with a large investment group alongside previous guest Kirby Atwell! He breaks down how he sources and finances distressed properties. He discusses his flipping experiences and how margins have changed over the years. Boyan talks about building relationships with subcontractors and the value that a quality General Contractor brings to their client. This show is full of golden nuggets from the perspective of an investor GC! 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 Guest: Boyan Salha, Best Fit Homes Link: SUCI Ep 321 - Kirby Atwell Link: George Wyatt (Home Inspector Referral) Link: Patrick Bet David (YouTube Channel) Link: Atomic Habits (Book Recommendation) Guest Questions 02:44 Housing Provider Tip - Adjust terms so rentals being marketed in the winter end during the spring/summer rental season. 05:17 Intro to our guest, Boyan Salha. 12:21 Connecting with Kirby Atwell and getting into real estate. 23:51 Starting a General Contracting business! 28:18 Financing distressed properties. 30:42 Transitioning from flips to owning rentals. 39:43 Working as a General Contractor for third parties. 42:31 Growing a team of sub-contractors and the value of a good GC! 48:58 Boyan's investing strategy in 2024 and outlook on Chicago. 52:58 What is your competitive advantage? 53:30 One piece of advice for new investors. 54:35 What do you do for fun? 55:30 Good book, podcast, or self development activity that you would recommend? 57:08 Local Network Recommendation? 58:36 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
What do investors need to know about the new tenant credit report law? ============= 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 Guest: Mark Ainley, Straight Up Chicago Investor Podcast Link: How 2025 Illinois Tenant Credit Report Law Impacts Landlords ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
Pete Neubig joins us to discuss how he built and sold a 7-figure property management company and started VPM Solutions; a platform designed to help property management and real estate professionals with staffing to improve efficiencies and profits! Pete starts by explaining how he went from IT to building and selling a 7-figure property management company! He shares a brief horror story about getting sued for $1.5 million! He discusses how he started VPN Solutions on the “Who Not How” concept; Pete is leveraging remote staff to offload work to focus on higher-dollar activities. This show is packed with fantastic tips to help improve your business and grow your bottom line! 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 Guest: Pete Neubig, VPM Solutions Link: NARPM Website Link: Pete's LinkedIn Link: Traction (Book Recommendation) Guest Questions 03:08 Housing Provider Tip - Consider outsourcing all or select aspects of property management! 05:10 Intro to our guest, Pete Neubig! 9:27 Getting sued for $1.5 million! 11:21 Making the jump to start a business. 17:40 Finding a mentor / coach and growing a business! 27:58 Outsourcing property management! 39:04 Processes for hiring management personnel. 48:33 What is your competitive advantage? 49:05 One piece of advice for new investors. 49:15 What do you do for fun? 50:00 Good book, podcast, or self development activity that you would recommend? 50:25 Local Network Recommendation? 50:42 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
Susan Tjarksen is the Managing Director at Cushman & Wakefield and has led the development of residential and commercial across the country! Susan discusses her time in hotel management and shares some funny/horror stories! She explains how receiverships work and how investors can capitalize on this opportunity. She breaks down the nuances of large scale developments including insane time frames on projects of this magnitude. Susan fires us up with an epic rant on why Chicago is the place to be and is set up to continue growing and thriving! 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 Guest: Susan Tjarksen, Cushman & Wakefield Link: SUCI Ep 29 - Ciere Boatright Link: SUCI Ep 68 - Lee Kiser Link: SUCI Ep 274 - Marc Rutzen Link: The Overstory (Book Recommendation) Guest Questions 04:02 Housing Provider Tip - Negotiate spring season exterior projects now to get the best pricing! 05:48 Intro to our guest, Susan Tjarksen! 8:57 Horror stories from Susan's hotel management days! 12:25 Permitting/Zoning insights for large scale developments. 15:08 The Ins and Outs of Receivership. 19:29 Establishing a real estate brokerage. 24:50 Transitioning to Cushman & Wakefield. 29:55 Considerations on large scale developments. 44:23 Reasons to be bullish on Chicago! 48:25 What is your competitive advantage? 48:53 One piece of advice for new investors. 49:20 What do you do for fun? 49:40 Good book, podcast, or self development activity that you would recommend? 50:28 Local Network Recommendation? 51:00 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
What is an enterprise zone and how can investors benefit from these areas? ============= 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 Guest: Tom Shallcross, Straight Up Chicago Investor Podcast Link: Chicago Enterprise Zone Application Link: Chicago Enterprise Zone Program ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
Jeff Weinberg returns to the show after two years to share the impressive growth of Drexel Properties! Jeff explains how Drexel Properties has grown from 600 units to over 1000 units over the last 2 years. He discusses how his team leverages technology to streamline their property management business. Jeff dives deep on how to find deals in a competitive market and emphasizes the importance of treating your team right and building a great reputation so you're the one who gets the call when a deal is available. Jeff closes with great tips on what to look for in a property manager and the importance of getting in the game ASAP! 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 Guest: Jeff Weinberg, Drexel Properties | Email Jeff (Jeff@DrexelProperties.com) Link: Jeff's LinkedIn Link: SUCI Ep 154 - Jeff Weinberg Link: SUCI Ep 174 - Kevin Krasney (Cole's Appliances) Link: Mark Cunningham - Property Management Podcast Guest Questions 02:02 Housing Provider Tip - Be an informed pet friendly housing provider! 06:13 Intro to our guest, Jeff Weinberg! 07:20 Aggressively growing a rental portfolio in a tough market. 15:05 Leveraging technology to scale a portfolio. 19:11 Finding deals in a competitive market. 24:55 Building a reputation as a property manager. 32:40 Key traits of great property managers! 49:53 Things Jeff would've done differently along his journey. 53:30 What is your competitive advantage? 54:18 One piece of advice for new investors. 54:55 What do you do for fun? 55:43 Good book, podcast, or self development activity that you would recommend? 56:52 Local Network Recommendation? 57:41 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
Andy Friedman is a Senior Director at Kiser Group and has a proven track record of success in Chicago Multifamily Real Estate. Andy shares his experience as a stock trader and brewery owner, including how the skills he obtained in those endeavors translated to real estate! Andy explains the grit required to get off the ground in commercial real estate. He provides valuable tips for new commercial real estate buyers and how those buyers can build relationships with multifamily brokers. In typical SUCI fashion, Andy closes with Chicago neighborhoods that he is bullish on 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: StraightUpChicagoInvestor@gmail.com Guest: Andy Friedman, Kiser Group Link: Andy's LinkedIn Link: Range (Book Recommendation) Link: Dean Huber (Lender Referral) Link: GC Realty Careers Guest Questions 01:52 Housing Provider Tip - Building good rapport with your tenants is critical! 03:12 Intro to our guest, Andy Friedman! 16:55 Andy's transition from stock trading to real estate. 22:31 The journey of starting a brewery! 31:30 Getting off the ground in commercial real estate. 39:23 Tips for first time commercial real estate buyers. 54:04 Neighborhoods that Andy is bullish on! 59:07 What is your competitive advantage? 60:01 One piece of advice for new investors. 61:45 What do you do for fun? 62:25 Good book, podcast, or self development activity that you would recommend? 64:07 Local Network Recommendation? 66:12 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
What are the appropriate steps to take to raise capital from 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 Guest: Aram Ghazaryan, AMG Realty Link: Episode 335: The Growth Every Chicago Investor Wants - Listen To What Aram Ghazaryan Did in 24 Months ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
Michelle starts by explaining both Chicago's RLTO and Cook County's RTLO, and the differences between the two ordinances. She gets granular on disclosures required from Housing Providers to remain in compliance with the ordinance(s) and breaks down security deposits and move-in fees. Michelle dives deep on the eviction process and shares resolution tips to aid with landlord-tenant issues. She closes with a 5 year outlook for her team at the Law Center for Better Housing to continue advocating for fair housing! 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 Guest: Michelle Gilbert, Law Center for Better Housing (LCBH) Link: Cook County Legal Aid for Housing and Debt (CCLAHD) Link: Family Properties (Book Recommendation) Link: SUCI Ep 42 - Bob Floss Guest Questions 03:02 Housing Provider Tip - Regularly change your thermostat batteries to eliminate easy “No Heat” issues! 04:26 Intro to our guest, Michelle Gilbert! 05:55 Michelle's involvement with the Chicago RLTO! 11:45 The Cook County RTLO! 17:52 Security Fee vs Non-Refundable Move-In Fee. 22:53 Properly disclosing exemptions. 30:38 Cook County eviction process. 35:33 How can Housing Providers and Tenants reach resolutions? 41:02 Refining tenant screening criteria to minimize discrimination. 48:08 5 Year Outlook for Michelle at LCBH! 51:37 What is your competitive advantage? 51:58 One piece of advice for new investors. 53:02 What do you do for fun? 54:16 Good book, podcast, or self development activity that you would recommend? 55:10 Local Network Recommendation? 55:46 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
Aram Ghazaryan returns to explain how he transitioned from a successful RE broker to a flipper executing over ten profitable flips per year. Aram starts by discussing his first multifamily investment which was a 7-unit building. He explains his decision to stop being an agent and jump into flipping properties full time. Aram shares tremendous lessons learned from flipping and has great insights on construction and financing. He breaks down his marketing strategy for deal flow to keep the flip projects coming along. Throughout the show, Aram demonstrates that taking action and surrounding yourself with a good construction and financing is the key to success in the flipping 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: StraightUpChicagoInvestor@gmail.com Guest: Aram Ghazaryan, AMG Realty | Follow Aram on Instagram (@AramGRealty) Link: How to Win Friends and Influence People (Book Recommendation) Link: The Book on Tax Strategies for Savvy Real Estate Investor Link: Rudy Minasian (Attorney Referral) Guest Questions 02:11 Housing Provider Tip - Be aware of landlord-tenant requirements around electric vehicle charging stations. 04:37 Intro to our guest, Aram Ghazaryan! 08:37 Purchasing a 7-unit building for the first time! 12:48 Stopping real estate brokerage to be a full time investor. 27:24 Finding contractors and lessons learned from flips! 30:12 Aram's mailing campaign strategy! 36:19 Getting caught working without permits. 46:30 Liquidity requirements for flippers. 48:05 Aram's geographical areas of interest moving forward. 49:47 What is your competitive advantage? 50:07 One piece of advice for new investors. 50:26 What do you do for fun? 51:34 Good book, podcast, or self development activity that you would recommend? 52:16 Local Network Recommendation? 52:43 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
What can you cancel a contract for after all contingencies have passed? ============= 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 Guest: Chance Badertscher of Lavelle Law Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
Zack Limbaugh of the Limbaugh Law Firm provides his clients with legal representation and strategy to remedy Building Code Violations and other matters associated with Chicago Buildings! Zack starts by explaining how he got his foot in the door with the City of Chicago before becoming an attorney and leveraged those relationships to build a niche in legally handling Building Code Violations! Zack talks about top considerations when seeking financing on violation properties. He then breaks down dealing with stop work orders and demo court properties. In this show, Zack provides tremendous insights on how to search for and understand violations to give you an edge over your competition! 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 Guest: Zack Limbaugh, The Limbaugh Law Firm Link: A People's History of the United States (Book Recommendation) Link: SUCI Ep 79 - Gary Davidson (Castle Law) Guest Questions 02:04 Housing Provider Tip - Write down and stick to your tenant screening criteria! 04:05 Intro to our guest, Zack Limbaugh! 10:20 Starting off as an Attorney specializing in Chicago Building Violations! 16:53 Discovering and assessing Building Code Violations. 30:25 How to find out if violations are active. 32:26 Getting financing on properties with violations. 39:17 Dealing with Stop Work Orders! 46:37 Demo Court properties. 51:41 What is your competitive advantage? 51:52 One piece of advice for new investors. 52:16 What do you do for fun? 52:37 Good book, podcast, or self development activity that you would recommend? 53:03 Local Network Recommendation? 53:21 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.
Joey Halperin is a real estate broker and developer with vast experience in ground up development and renovation projects across Chicago! Joey starts by explaining how he left the corporate world to jump into general contracting and real estate brokerage! He gets granular on difficult renovation projects and the importance of having skilled contractors to help assess and mitigate risk. Joey discusses how he's finding deal flow in this tough market and explains how understanding Zoning can be a cheat code. He closes with a bullish outlook on Lincoln Square and other “path of progress” neighborhoods! 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 Guest: Joey Halperin, Halperin & Schatz Real Estate Group Link: Joey's Instagram Link: SUCI Ep 236 - Alex Morsch Link: Alex Bok (Network Referral) Guest Questions 01:39 Housing Provider Tip - Prepare your tenants for issues that may arise during the winter season! 03:50 Intro to our guest, Joey Halperin! 11:55 Joey's start in real estate development. 19:24 Getting into residential real estate brokerage. 23:33 Joey's investment portfolio and neighborhoods of interest. 27:11 Taking on tough rehab projects. 33:10 Finding deal flow in this competitive market. 40:05 Neighborhoods that Joey is bullish on! 48:54 What is your competitive advantage? 49:37 One piece of advice for new investors. 50:35 What do you do for fun? 51:27 Good book, podcast, or self development activity that you would recommend? 52:31 Local Network Recommendation? 53:44 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.
Which South Side neighborhoods have been the biggest surprise and which neighborhoods have the most potential? ============= 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 Guest: Aaron Sklar, Kiser Group Link: Episode 141: Straight Up Tues Tip 29 - Noah Birk and Aaron Sklar Sit Down to Explain How Investors New To The Multifamily Space Can Catch A Broker's Eye ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
Jim Erwin has decades of experience practicing Real Estate Law and is a board member of the NSBC! Jim starts by breaking down the legal ins and outs for condo deconversions. He dives deep on the process for clearing building violations on properties including tips to keep the City and lenders happy. Jim explains the Corporate Transparency Act (CTA) and everything that must be disclosed in order to stay compliant. Throughout the show, Jim displays his deep knowledge of real estate law and how his firm is providing top notch service to their clients! If you enjoy today's episode, please leave us a review and share with someone who may also find value in this content! ============= Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Jim Erwin, Erwin Law Link: FinCEN Link: Jim's Contact Info Link: The 4 Pillars of Critical Thinking (Book Recommendation) Link: Make Your Bed (Book Recommendation) Link: NBOA Chicago Guest Questions 03:15 Housing Provider Tip - Plan your fall cleanups to adjust for an extended summer season. 04:35 Intro to our guest, Jim Erwin! 09:43 Legal process for condo conversions. 19:17 Attorney's role in acquisition of large portfolios. 24:44 Process of clearing property violations! 35:42 What is the Corporate Transparency Act (CTA)? 45:06 How to comply with CTA 47:00 What is your competitive advantage? 48:18 One piece of advice for new investors. 49:00 What do you do for fun? 49:09 Good book, podcast, or self development activity that you would recommend? 49:45 Local Network Recommendation? 50:36 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
Sean Douglas of the Axon Group discusses his adventurous start to his real estate journey! Sean began his investment career when he inherited his grandparent's home, which after numerous setbacks, he eventually flipped! He breaks down how he jumped into the deep end by doing construction himself. After having a contractor steal $7000 from him, Sean recaps the long days of work that it took to get his flip project to the finish line. Sean also shares details on his 4-unit house hack and considerations when investing in “picky” towns and villages. Throughout the show, Sean demonstrates how his perseverance and discipline have allowed him to get past difficult situations and become a stronger investor and person! 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 Guest: Sean Douglas, The Axon Group Link: A Book of Five Rings (Book Recommendation) Link: Can't Hurt Me (Book Recommendation) Link: Kevin Kaspers (Lender Referral) Link: On Target Home Inspection (Referral) Link: Aparicio Law (Referral) Guest Questions 02:19 Housing Provider Tip - Be aware of permit and inspection requirements from municipalities! 04:48 Intro to our guest, Sean Douglas! 09:06 Sean's start in investing. 11:54 Inheriting your grandparent's home. 15:03 Leveraging BiggerPockets to find resources! 21:22 Early (goofy) mistakes and learning construction. 28:29 Disposition of crazy flip project! 32:56 Life post flip project. 40:04 Sean's 4-unit house hack adventure. 49:17 From real estate inspector to broker. 58:23 What is your competitive advantage? 58:53 One piece of advice for new investors. 59:14 What do you do for fun? 59:22 Good book, podcast, or self development activity that you would recommend? 60:15 Local Network Recommendation? 60:56 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
What should I focus on in negotiating a multifamily transaction? ============= 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 Guest: Noah Birk, Kiser Group Link: Kiser Group ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.