Straight Up Chicago Investor

Jake Fugman and Mike Scanlon, leaders of The Axon Group, return to provide Five Bold Predictions on the 2024 Real Estate Market! We kick things off with a hot topic; what will interest rates do in 2024?! Jake and Mike weigh in on the asset class and neighborhoods positioned for big time growth in 2024. For turn-key, low maintenance investments, the group discusses areas with great opportunities fo...

What do investors need to know regarding cost segregation? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Brenten Blakeman, Tanigble Property Tax Methods Link: Build Your Team ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

We welcome Mike Glasser back to inform us on the "Mansion" Tax and other Housing Provider legislative topics! Mike dives right in by explaining the proposed "Bring Chicago Home" Ordinance (a.k.a. "Mansion" Tax) and its impact on Chicago's economy. He explains the intent of the proposed ordinance and reasoning for why it will end up negatively impacting not only the "rich", but also Housing Provide...

George Meegan and Dean Cushing join us to share insights from several decades of experience in the building systems and inspection industry! The duo jumps right in by discussing their start in the inspection industry and giving us some inspection horror stories. George and Dean get granular on common issues with major building systems including plumbing, heating/cooling, roofs, and windows. They e...

Where can I go to find all information around zoning, ADU, lot sizes and lot lines, and other essential information? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Samuel Pavlovcik, Pavlovcik Architecture Inc Link: Zoning Cheat Sheet ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2...

Tanisha kicks things off by discussing her first deal back in 2005; a 2-unit in Auburn Gresham that she purchased with 0% down! She talks about learning to be a housing provider during a time when resources were much more scarce than today. Tanisha has a couple real estate horror stories including another fire story and the US Marshals arriving at her property. She closes with an outlook on Auburn...

James Williams is a real estate investor, attorney, and former FBI agent who embarked on his real estate journey in the early 90s! James starts by discussing how he chose a career path which includes a period of working in the FBI, all while having real estate investing on the back of his mind. He discusses his first real estate purchase, a graystone on Chicago's Northside purchased in the 90s! Ja...

What questions should I ask my tax professional before the end of the year? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Aaron Zimmerman, Lipschultz Levin & Gray Link: Episode 52: Saving Thousands of Dollars With the Appropriate Tax Strategy and Deductions ----------------- Production House: Flint Stone Media Copyright of Strai...

Roman Viere owns and operates over 1000 rentals in Chicago with the bulk of those in the Austin neighborhood. In this episode, he gives a detailed breakdown on a terrifying explosion that occurred at his 35-unit apartment building in Austin. He discusses all things from the day of the incident including arriving at the scene, speaking with the authorities, and handling the press. Roman discusses i...

Sal Becovic returns to the show to discuss how he has continued to grow his portfolio despite the challenging market! Sal jumps right in by sharing his philosophy on acquisitions and being "rate agnostic". He gives an extremely bullish outlook on Chicago leaving us feeling great about this special city. Sal discusses the ins and outs of his latest and largest acquisition; a 28-story condo building...

What are the tax benefits of solar panels and electric vehicles? 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 Link: Episode 198: 2023 Tax Strategies for Chicagoland Real Estate Investors with Michael Procaccio -----...

Ditron is a seasoned Short-Term Rental (STR) Investor who is teaching others how to get started and maximize profitability with STRs.  Ditron shares how he got started in real estate and utilized the house hacking and rent-by-the-room strategy. He shares tremendous nuggets on finding good STR markets and typical expenses associated with setting up and running a short-term rental. Ditron gives tips...

Andrew kicks things off by discussing necessary skills to succeed as an entrepreneur in Real Estate. He talks about the value of a building inspection even if the property will be rehabbed. Andrew clears the air on the need for auxiliary inspections such as radon, asbestos, and sewer scopes. Andrew drops golden nuggets on questions that investors should be asking inspectors to mitigate their risk....

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 Guest: Eric Workman, Renovo Financial Link: Episode 19: Top 10 Mistakes We See From Chicago Investors - with Eric Workman of Renovo Financial (Part 2) ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago In...

Edgar Barbosa is an investor and realtor with a focus on helping clients get into REI to start their wealth building journey! It's clear the Military is not for the weak, and Edgar speaks to the lessons learned during his time served along with how he applies those teachings to his current lifestyle and investments. He dives into his first househack in Cicero including how he decided on the invest...

Jeff Nydegger has over 17 years of real estate experience including over 1,000 homes bought and repositioned in Chicagoland! Jeff jumps right in by sharing how skill sets built in the Military have served him in his REI ventures. He dives deep into his rough start in real estate including the mental resilience and grit it took to overcome the adversity! Jeff breaks down how Short Sales became a bi...

What are the pros/cons between conventional financing and DSCR loans? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Eric Workman, Renovo Financial Link: Episode 19: Top 10 Mistakes We See From Chicago Investors - with Eric Workman of Renovo Financial (Part 2) ----------------- Production House: Flint Stone Media Copyright of Str...

Bob is a successful realtor and investor with a focus on House Hacking to help her clients build investment portfolios! Bob kicks things off by talking about the power of networking and gives tips on developing networking skills. He discusses his vast experience working with property managers and housing providers along with insights on improving management efficiencies. Bob shares how his company...

Chicago General Contractor and return guest Jonathan Klemm provides insight on successes and improvements made to his Business and Investments since his last appearance! Jonathan kicks things off with tremendous insights on Chicago construction including permits, renovations, new construction, and lessons learned. He discusses his recent acquisitions and shares how he sourced and stabilized those...

What are the new changes to owner-occupied conventional lending and how can Chicago investors take advantage of them? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Chris Puleo,  Puleo Group Link: Episode 130: Chicago Mortgage Lending in this Inflationary Environment with Chris Puleo ----------------- Production House:  Flint Sto...

Alex shares how he got interested in real estate investing and bought into "guru" advice which did NOT serve him well! He dives deep into the compounding mistakes he made as a new investor including lack of focus and education and working with an inexperienced team. Alex discusses raising and losing private capital which lead to intense stress, difficult conversations, and severed relationships wi...

Sarita Scherpereel is a successful realtor and investor with a focus on House Hacking to help her clients build investment portfolios! Sarita jumps right in by sharing how she got started in real estate, built her business, and chose House Hacking as an area of focus. She shares tremendous value on how to analyze House Hacks and debunks several myths commonly associated with this strategy. Sarita...

How can I get reimbursed for damages that occurred to my property from the recent Chicago floods? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests: Jason Wagner, Greystone Realty Link: DisasterAssistance.gov Link: Disaster Loan Assistance Link:

JD shares his real estate beginnings, including his purchase of a multi-family building with a VA loan. He dives into Short-Term Rentals (STRs) including income, expenses, and how those compare to traditional rentals. JD gets granular on STR pricing, occupancy, turn-over costs, and optimizing profitability. He drops golden nuggets on common mistakes investors make in STR investing and how you can...

Ryan Bakke is a CPA, real estate investor, and coach who is helping others build wealth via real estate and tax strategy! Ryan starts by explaining the value a Tax Strategist brings and common mistakes on tax returns. He dives into the power of short-term rentals (STRs), their tax advantages, and how to underwrite STR investments. Ryan shares his philosophy and tips for building a client base and...