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 InvestorSpecial NBOA Soiree Announcement
Tom welcomes President of the Neighborhood Building Owner's Alliance, Mike Glasser, for a special announcement about their upcoming 12th Annual NBOA Summer…
Straight Up Chicago InvestorEpisode 311: Managing and Operating 100+ Units at 25 Years Old with James Thompson
James Thompson is broker and property manager with vast experience acquiring, renovating, and managing apartment buildings all at the young age of 25 years…
Straight Up Chicago InvestorEpisode 310: Guidelines Investors Can Utilize To Estimate Rehab Costs
What Are Some High-Level Guidelines Chicago Investors Can Leverage to Estimate Rehab Costs? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the…
Straight Up Chicago InvestorEpisode 309: How To Build a Community of Experts and Influencers with Tony Arce
Tony Arce and his Team at The Face of Community & Business provide a media platform for leaders in business to connect, teach, and grow together. Tony starts…
Straight Up Chicago InvestorEpisode 308: D1 Athlete's Journey: From Immigrant to Finance Mentor with Alex Filin
Alex Filin is a seasoned Loan Office, Coach, and Investor with over $385 Million in funded loans! Alex shares his upbringing as an immigrant in America…
Straight Up Chicago InvestorEpisode 307: Steps For Investors To Take During the Tax Off-Season
What Steps Should Investors Take During the Tax-Offseason to Minimize Tax Liability? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 306: Drugs, Death, and Big Mistakes Never Spoken Of with Mark Ainley
The tables turn this week as Mark Ainley gets interviewed by Tom Shallcross, returning the favor from Episode 235 (episode link in show notes)! Tom starts by…
Straight Up Chicago InvestorEpisode 305: Three Chicago Pockets No One is Talking About With Sarita Scherpereel and Megan Osberger
Sarita Scherpereel and Megan Osberger join us to discuss three overlooked neighborhoods and why they anticipate tremendous growth in those areas! Sarita and…
Straight Up Chicago InvestorEpisode 304: What Are the Different Items Holding Up Closings in 2024?
How are local Chicago real estate transactions different than they were a year ago? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 303: How Two Teachers Found Financial Independence Through Real Estate with Blaine and Lily Kosek
Want to hear an inspirational story about two teachers leaving their W2 and amassing over 20 rental units over a few short years? If so, then this show is for…
Straight Up Chicago InvestorEpisode 302: Strategies for Acquiring Off Market Real Estate with Dain Laverty
Dain Laverty is a Managing Partner of Property Pals; a company that specializes in acquiring off market real estate through a variety of methods! Dain shares…
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Episode 301: How to Maximize Showing Value by Professionally Decluttering With Karen Welch
What is the easiest way to declutter a home to maximize it's showing value? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 300: 300th Episode Celebration - Answers To Burning REI Questions Amongst Chicago Investors with Mark and Tom
Straight Up Chicago Investor Podcast celebrates its 300th Episode! To celebrate the huge milestone, Mark and Tom answer questions from guests on all things…
Straight Up Chicago InvestorEpisode 299: The Top 25 Lists to Find Motivated Sellers with DealMachine's David Lecko
David Lecko is an investor and CEO of DealMachine; a software that helps investors streamline the process of off-market property lead generation! David starts…
Straight Up Chicago InvestorEpisode 298: How To Fund Renovations with Larry Baszynski and Scott Hodgden
Larry Baszynski and Scott Hodgden of Finance of America Commercial are seasoned lenders who have helped their investor clients build tremendous real estate…
Straight Up Chicago InvestorEpisode 297: How to Pay Less in Taxes Via Tangible Property Regulations with Brenten Blakeman
What are tangible property regulations and how can investors leverage this IRS code to pay less in taxes? Connect with Mark and Tom…
Straight Up Chicago InvestorEpisode 296: How to Crush RE Investments on Chicago's South Side with Moses Hall
Moses Hall is a top producing commercial real estate broker and leads a brokerage that serves investors, landlords, and tenants. Moses discusses his start in…
Straight Up Chicago InvestorEpisode 295: The Ultimate HACK to Long-Term Wealth with Brian Tibbs
Brian Tibbs is an investor and best-selling author who teaches others how to thrive financially! Brian starts by sharing how he hit the ground running by house…
Straight Up Chicago InvestorEpisode 294: Creating a Successful Operating Agreement with Chance Badertscher
What items need to be covered in a successful operating agreement? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 293: Help! Firefighters, City Inspectors, and Police Officers Are All at My Building With Anthony Rodriguez From Drexel Properties
Anthony Rodriguez is an experienced Chicago Property Manager who manages over 300 units for Drexel Properties! Anthony starts by discussing his previous…
Straight Up Chicago InvestorEpisode 292: Why Investors Need to Know a Good Public Adjuster with Dorian Bezanis
Chicago Native Dorian Bezanis is the president of ALPHA Adjusting and has nearly four decades of investing experience in Chicago's Northside! Dorian jumps…
Straight Up Chicago InvestorEpisode 291: What Every Investor Needs To Know About the Rehab Draw Process
How does the draw process work when taking on a construction loan? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 290: Want To Make It 20+ years in Chicago REI? Learn How With Neena Vlamis
Neena Vlamis is the President and Owner of A and N Mortgage. Born and raised in Chicago, she discusses building her mortgage company along with developing an…
Straight Up Chicago InvestorEpisode 289: VA Loans, ADUs, and Turning a Funeral Home Into an Airbnb with Andrew Dorazio
Andrew Dorazion is a former Army officer and accomplished real estate broker, investor, and property manager! Andrew jumps right in with a cool story involving…
Straight Up Chicago InvestorEpisode 288: This Is Where Interest Rates Are Going Next...
Where Are Interest Rates Heading and What's Happening in The Capital Markets? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 287: Why Your Customer Experience is Falling Short with Joey Coleman
Joey Coleman is a best selling author and founder of a branding firm that specializes in helping businesses retain customers and employees! Joey jumps right in…
Straight Up Chicago InvestorEpisode 286: The Chicago Investor's Guide to Public Relations with Sabrina Wottreng
Sabrina Wottreng is a Chicago-based Publicist and a "Friend of the Pod." Sabrina's company specializes in the real estate sector and has helped many…
Straight Up Chicago InvestorEpisode 285: Diving into DSCR with Eric Workman of Renovo Financial
How is DSCR calculated, and how does it affect investors' ability to borrow? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 284: Triumphs and Troubles From a Decade of Experience on Chicago's Southeast Side with Jared Kott
Jared Kott returns to share the ups and downs of his real estate journey that started just over 10 years ago when he left the corporate world! Jared gets right…
Straight Up Chicago InvestorEpisode 283: Container Homes: Innovative and Affordable Housing with Rory Rubin
Rory Rubin, founder of S.I. Container Builds, joins us to explain how her company's Container Homes is a high-quality solution to current housing affordability…
Straight Up Chicago InvestorEpisode 282: Decoding the Final Walkthrough: A Comprehensive Guide for Buyers and Sellers
What should I expect on the final walk through from both the buyer and seller side? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 281: One of the First Investors to Leverage The New 5% Down Lending Product on a Successful Househack With Brendon Heneks and Sarita Scherpereel
Brendon starts by sharing his buy box and how he was ready to pounce when he found the right property. Brendon and Sarita share great insights on how to jump…
Straight Up Chicago InvestorEpisode 280: Investing in Premier Chicago Neighborhoods as a Busy Professional with David Shifrin and Rob Sikkel
David Shifrin, the doctor of Motor Row, returns with his real estate agent Rob Sikkel to discuss how he's grown his portfolio with quality multifamily…
Straight Up Chicago InvestorEpisode 279: Best Practices For Tenant Move-Outs
What expectations should I establish for my tenants' move outs? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 278: BiggerPockets Host David Greene Gets Real On Overcoming Recent REI Adversity
BiggerPockets Host, Author, and Real Estate Expert, David Greene returns to Straight Up Chicago Investor and holds nothing back as he explains how he dealt…
Straight Up Chicago InvestorEpisode 277: The Chicago Investor Playbook Against Pests with Janelle Iaccino
Janelle Iaccinio is Rose Pest Solutions' Marketing Director and Chicago's "Bug Girl"! Janelle starts with the history of Rose Pest Solutions which dates back…
Straight Up Chicago InvestorEpisode 276: The Best Ways to Protect Your Largest Asset
What can potentially happen if I don't secure my investment property? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 275: Keys to Off-Market Real Estate Acquisitions at Scale with Chicago's Mike Kehoe
Mike Kehoe is an experienced investor and entrepreneur who has created and sold multiple technology companies! He joins us to explain how his latest company is…
Straight Up Chicago InvestorEpisode 274: Leveraging AI to Optimize Real Estate Underwriting with Chicago's Marc Rutzen
Marc Rutzen is an experienced investor with over 12 years of real estate and technology experience. He joins the guys to explain the power of knowing your…
Straight Up Chicago InvestorEpisode 273: How To Leverage an Escalation Clause to Win Deals
What is an escalation clause and how can investors utilize it? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 272: Procuring Over 700 Off-Market Properties with Ben Allgeyer
Ben Allgeyer has flipped over 200 properties and wholesaled over 500 properties! Ben talks about his brief stint in corporate America before leaving to pursue…
Straight Up Chicago InvestorEpisode 271: Exploring Some of Chicago's Premier Neighborhoods with Vik Wadhwa
Vik Wadhwa is a top producing real estate broker with a focus on architecture and modern design in Chicago's Premier Neighborhoods! Vik shares his start in…
Straight Up Chicago InvestorEpisode 270: It's 2024 And Your Chicago Property is Being Reassessed Again!
What do investors need to be aware of with the 2024 property tax reassessments? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 269: Tax Auctions, Break-Ins, and More with Daniel Kaufman
Daniel Kaufman is an attorney with over a decade of vast experience representing real estate developers with transactions, as well as litigation, with a lot of…
Straight Up Chicago InvestorEpisode 268: Five Bold Predictions For Chicago Real Estate in 2024 with Jake Fugman and Mike Scanlon
Jake Fugman and Mike Scanlon, leaders of The Axon Group, return to provide Five Bold Predictions on the 2024 Real Estate Market! We kick things off with a hot…
Straight Up Chicago InvestorEpisode 267: The Ins-And-Outs of Cost Segregation
What do investors need to know regarding cost segregation? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 266: Reviewing The "Bring Chicago Home" Tax and Its Implications to Housing Providers with Mike Glasser
We welcome Mike Glasser back to inform us on the "Mansion" Tax and other Housing Provider legislative topics! Mike dives right in by explaining the proposed…
Straight Up Chicago InvestorEpisode 265: An In-Depth Inspection of Chicago Buildings with George Meegan and Dean Cushing
George Meegan and Dean Cushing join us to share insights from several decades of experience in the building systems and inspection industry! The duo jumps…
Straight Up Chicago InvestorEpisode 264: Unlocking Zoning Secrets: Your Guide to Chicago Zoning, ADUs, and Other Essential Information
Where can I go to find all information around zoning, ADU, lot sizes and lot lines, and other essential information? Connect with Mark and Tom…
Straight Up Chicago InvestorEpisode 263: Buying Chicago Lots For $1 and Other Successful Strategies with Tanisha Blakemore
Tanisha kicks things off by discussing her first deal back in 2005; a 2-unit in Auburn Gresham that she purchased with 0% down! She talks about learning to be…
Straight Up Chicago InvestorEpisode 262: From FBI Agent to Hundreds of Doors In Chicago with James Williams
James Williams is a real estate investor, attorney, and former FBI agent who embarked on his real estate journey in the early 90s! James starts by discussing…
Straight Up Chicago InvestorEpisode 261: Accelerate Your Expenses and Other Accounting Tips To Leverage Before 12/31
What questions should I ask my tax professional before the end of the year? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 260: Chicago Investors Cannot Have a Worse Day Than This, With Roman Viere
Roman Viere owns and operates over 1000 rentals in Chicago with the bulk of those in the Austin neighborhood. In this episode, he gives a detailed breakdown on…
Straight Up Chicago InvestorEpisode 259: Time For Serious Chicago Investors with Sal Becovic
Sal Becovic returns to the show to discuss how he has continued to grow his portfolio despite the challenging market! Sal jumps right in by sharing his…
Straight Up Chicago InvestorEpisode 258: Maximize Your Savings: Unveiling the Tax Advantages of Solar Panels and Electric Vehicles
What are the tax benefits of solar panels and electric vehicles? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show…
Straight Up Chicago InvestorEpisode 257: The Playbook For Short-Term Rentals in Chicago with Ditron Corker
Ditron is a seasoned Short-Term Rental (STR) Investor who is teaching others how to get started and maximize profitability with STRs. Ditron shares how he got…
Straight Up Chicago InvestorEpisode 256: Home Inspection Insights For Chicago Investors With Andrew Fox
Andrew kicks things off by discussing necessary skills to succeed as an entrepreneur in Real Estate. He talks about the value of a building inspection even if…
Straight Up Chicago InvestorEpisode 255: Exploring Lending Options for Self-Employed Individuals with Eric Workman
What are my lending options if I do not have a W2? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com…
Straight Up Chicago InvestorEpisode 254: Becoming a Straight Up Chicago Investor With Life Lessons From the Military with Edgar Barbosa
Edgar Barbosa is an investor and realtor with a focus on helping clients get into REI to start their wealth building journey! It's clear the Military is not…
Straight Up Chicago InvestorEpisode 253: Purchasing 1,000 Chicagoland Properties Through Extensive Marketing with Jeff Nydegger
Jeff Nydegger has over 17 years of real estate experience including over 1,000 homes bought and repositioned in Chicagoland! Jeff jumps right in by sharing how…