Shows / Straight Up Chicago Investor
Straight Up Chicago Investor
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…
Episodes
Straight Up Chicago InvestorEpisode 370: How The Current 2025 Lending Market Differs From Previous Year
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…
Straight Up Chicago InvestorEpisode 369: This Is How You Get Freedom of Time As a Chicago Investor with Erik Swanson
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…
Straight Up Chicago InvestorEpisode 368: Current Chicago Apartment Sales & Leasing Trends with Joe Smazal & Ann Reilly (NSBC Live Event)
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…
Straight Up Chicago InvestorEpisode 367: How to Get Out In Front of Renewals With Jeff Weinberg
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…
Straight Up Chicago InvestorEpisode 366: Networking Leader from Creative Financing to Six-Figure Commission Checks with Jeffrey Ma
Jeffrey Ma joins us to share his experience as a real investor, broker, and wholesaler including various creatively structured deals! Jeffrey starts by…
Straight Up Chicago InvestorEpisode 365: Building a $20 Million Portfolio Using BRRRR with Wyatt Simon
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!…
Straight Up Chicago InvestorEpisode 364: Small Credit Items That Lead to Large Financial Impacts with Eric Workman
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…
Straight Up Chicago InvestorEpisode 363: 168 Western Suburb units In Less Than 10 Years with John Warren
John discusses his start in real estate over a decade ago and reflects on missed opportunities, lessons learned, and success stories! He shares practical…
Straight Up Chicago InvestorEpisode 362: Free Money to Develop Affordable Housing? Learn How with Scott Henry
Scott Henry, Founder of Celadon Partners, joins to discuss the ins and outs of Affordable Housing Development including tax credits, grants, and construction…
Straight Up Chicago InvestorEpisode 361: What To Do Regarding the Northwest Side Preservation Ordinance
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…
Straight Up Chicago InvestorEpisode 360: Don't Be Foolish, Protect Your Assets and This Is How with David Lanciotti and Del Denney
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…
Straight Up Chicago InvestorEpisode 359: 2025 Cook County Evictions with Tom Raleigh
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…
Straight Up Chicago InvestorEpisode 358: Prepping for Tax Season and Commonly Missed Deductions with Mike Procaccio
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…
Straight Up Chicago InvestorEpisode 357: Celebrating 20 Years of Kiser Group: Great Chicago insights From Their Network
Tom and Mark interview some of Chicago's Real Estate Heavy Hitters during Kiser Group's 20 Year Anniversary Celebration! Conversations range from condo…
Straight Up Chicago InvestorEpisode 356: The No BS Guide to Thriving in Chicago Real Estate, Even in Tough Markets… with Frank Montro
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…
Straight Up Chicago InvestorEpisode 355: How To Optimize Tax Deductions as a Househacker
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…
Straight Up Chicago InvestorEpisode 354: 2025 Chicago Market Predictions with Jake Fugman and Mike Scanlon
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…
Straight Up Chicago InvestorEpisode 353: From Near Death Experience, to Disciplined Financial Freedom with Mike Bednarz
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…
Straight Up Chicago InvestorEpisode 352: Current Issues The NBOA is Fighting with Mike Glasser
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…
Straight Up Chicago InvestorEpisode 351: Obstacles Affordable Housing Developers Face in Illinois with Richard Koenig
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…
Straight Up Chicago InvestorEpisode 350: Reality TV to Realty… Everything Chicago Investor Mike Tenerelli Has Accomplished
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…
Straight Up Chicago InvestorEpisode 349: Do I Need To Give My Tenant a 30 Day Notice?
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…
Straight Up Chicago InvestorEpisode 348: Sam Patterson Is All In On This Western Suburb W/Property Taxes Going Down
Sam Patterson is a successful Commercial Real Estate Broker, Investor, and Restaurant Owner with vast experience in renovation and property management! Sam…
Straight Up Chicago InvestorEpisode 347: Solving Housing Affordability With Josh Bandoch
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…
Straight Up Chicago InvestorEpisode 346: Three New Laws Illinois Investors Need to be Aware of in 2025
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…
Straight Up Chicago InvestorEpisode 345: Multiple Logan Square 3-Flats With Less Than $10k Down…Hear How with Joey Turano
Joey Turano is real estate broker and investor who has leveraged partnerships and low down payment loans to quickly build his multifamily buildings portfolio!…
Straight Up Chicago InvestorEpisode 344: Finding Success in Sourcing and Renovating Deals with Seasoned GC Boyan Salha
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…
Straight Up Chicago InvestorEpisode 343: The IL 2025 Tenant Credit Report Law
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…
Straight Up Chicago InvestorEpisode 342: Building and Selling a 7-Figure Property Management Company and Leveling Up with Virtual Assistants with Pete Neubig
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…
Straight Up Chicago InvestorEpisode 341: Cracking the Code to Large Scale Developments with Susan Tjarksen
Susan Tjarksen is the Managing Director at Cushman & Wakefield and has led the development of residential and commercial across the country! Susan discusses…
Straight Up Chicago InvestorEpisode 340: You Might Be Exempt From Paying Sales Tax on Your Materials
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…
Straight Up Chicago InvestorEpisode 339: How to Get to 1,000 Units in 20 Years… The Blueprint With Jeff Weinberg
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…
Straight Up Chicago InvestorEpisode 338: Skills Earned On The Floor of Wall Street Become Secret Power In Moving Apartment Buildings with Andy Friedman
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…
Straight Up Chicago InvestorEpisode 337: How to Establish Credibility and Raise Capital
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…
Straight Up Chicago InvestorEpisode 336: Can Both Sides Get What They Need Around Chicago Landlord-Tenant Laws with Michelle Gilbert
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…
Straight Up Chicago InvestorEpisode 335: The Growth Every Chicago Investor Wants - Listen To What Aram Ghazaryan Did in 24 Months
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…
Straight Up Chicago InvestorEpisode 334: Canceling a Contract After All Contingencies Have Passed
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…
Straight Up Chicago InvestorEpisode 333: Chicago Building Code Violations and How to Work the System with Zack Limbaugh
Zack Limbaugh of the Limbaugh Law Firm provides his clients with legal representation and strategy to remedy Building Code Violations and other matters…
Straight Up Chicago InvestorEpisode 332: From Slangin' Windows To Building Chicago 6 Flats in 10 Year with Joey Halperin
Joey Halperin is a real estate broker and developer with vast experience in ground up development and renovation projects across Chicago! Joey starts by…
Straight Up Chicago InvestorEpisode 331: These Neighborhoods Have the Most Potential for Chicago Investors
Which South Side neighborhoods have been the biggest surprise and which neighborhoods have the most potential? ============= If you enjoy today's episode…
Straight Up Chicago InvestorEpisode 330: Condo Conversions, Building Violations, and How to Stay Compliant with the New CTA with James Erwin
James Erwin has decades of experience practicing Real Estate Law and is a board member of the NSBC! James starts by breaking down the legal ins and outs for…
Straight Up Chicago InvestorEpisode 329: From W2 To Investor Overnight… See How This Played Out For Sean Douglas
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…
Straight Up Chicago InvestorEpisode 328: What to Focus on When Negotiating A Multifamily Transaction
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…
Straight Up Chicago InvestorEpisode 327: Logan & Humboldt Property Owners' Rights Taken By The New NW Preservation Ordinance with Luke Blahnik
Luke Blahnik returns to educate us on the new Northwest Side Preservation Ordinance. Luke jumps right in by explaining the ins and outs of the expansion of the…
- Straight Up Chicago Investor
Episode 326: How This Chicago Investor Grew 10x in Just 3 Years with RJ de Leon
RJ de Leon returns to the show to tell us about his most recent investments and how he's managing his portfolio remotely as he and his family spend most of the…
Straight Up Chicago InvestorEpisode 325: How Much Does it Cost to Construct an ADU in Chicago?
What are the construction costs associated with building out a new ADU unit? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 324: How to Combat Squatters and Title Deed Fraud with George McCleary
George McCleary is a real estate investor and developer with two decades of experience. He is also the creator of courses that teach investors to protect…
Straight Up Chicago InvestorPW Cabinetry Grand Opening
Join us for the grand opening and ribbon-cutting clebration of Pentwater Cabinetry's newly renovated showroom! On September 25th at 4pm, we cut the ribbon on…
Straight Up Chicago InvestorEpisode 323: Leveraging a W2 to Grow a Chicago Portfolio and Brokerage with Horacio Tristan
Horacio Tristan is a born and raised Chicagoan and full-time government employee who has built an impressive real estate portfolio and brokerage business!…
Straight Up Chicago InvestorEpisode 322: FHA Financing vs 5% Down; Pros and Cons For Each Option With Perry Farella
What type of financing are investors utilizing to get deals done and what are the pros and cons of each option? Connect with Mark and Tom…
Straight Up Chicago InvestorEpisode 321: Flipping, Short-Term Rentals, & Helping Veterans Secure Housing with Kirby Atwell
Kirby Atwell is a former US Army Officer turned real estate investor and podcast host with a focus on short-term rentals! Kirby starts with his experience in…
Straight Up Chicago InvestorEpisode 320: The Godfather of Chicago Property Management, Taft West
Taft West is the Vice President of Technical Assistance and Sustainability for the Chicago Community Loan Fund and is a renown property management instructor!…
Straight Up Chicago InvestorEpisode 319: Great Tips on How To Manage Your Contractors
What Should Investors Do To Ensure a Successful Rehab? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 318: How to 4X Your Real Estate Business with Michael Valente
Michael Valente is the founder and CEO of Renovation Sells Franchising; general contracting experts that focus on cosmetic renovations of pre-market homes to…
Straight Up Chicago InvestorEpisode 317: Kevin Dugan Does It From 2,000 Miles Away… What Excuse Do You Have?
Kevin Dugan is the Managing Principal of Altus Investment Group. He runs multiple businesses that successfully operate in Chicago while managing them remotely…
Straight Up Chicago InvestorEpisode 316: 3 Features That Increase Your Insurance Premium and 3 Features That May Decrease Your Insurance Premium
What Are 3 Features That Increase Your Insurance Premium and 3 Features That May Decrease Your Insurance Premium? Connect with Mark and Tom…
Straight Up Chicago InvestorEpisode 315: Streeterville High-Rise Developments and Top Tier Leasing Tips with Domu Founder Noah Schatz
Noah Schatz is the founder of Domu and CEO of Schatz Development. He has vast experience in design-driven developments in downtown Chicago and leasing…
Straight Up Chicago InvestorEpisode 314: Due Diligence for Off-Market Properties Like You've Never Seen with Morgan Basham
Morgan Basham is a real estate broker and investor with vast experience in off-market prospecting, acquisitions, and stabilization of investment properties!…
Straight Up Chicago InvestorEpisode 313: Why Are Insurance Rates So High Right Now and What Can Investors Do to Minimize Premiums?
Why are insurance rates so high right now? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests…
Straight Up Chicago InvestorEpisode 312: Redeveloping Over 2100 Units in Underserved Communities with Bernel Hall
Bernel Hall is the president and CEO of New Jersey Community Capital and has executed over $5 billion in real estate investments and lending. Bernel starts off…