Podcast

By Mark Ainley

Episode 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 old!James shares the early grind required to get off the ground in the commercial real estate game! He discusses the biggest...

By Mark Ainley

Episode 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.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuests: Jonathan Klemm, Quality Builders

By Mark Ainley

Episode 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 by sharing how he discovered his passion for media and creating human-to-human connections not only in his personal lif...

By Mark Ainley

Episode 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, experiences that cultivated grit, and his journey to becoming a D1 football player! He discusses his successful career shift to ...

By Mark Ainley

Episode 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.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuest: Michael Procaccio II, Pro Financial Services Group Inc

By Mark Ainley

Episode 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 asking Mark about his childhood and upbringing; spoiler alert - there is mention of Mark’s frosted-tips phase while v...

By Mark Ainley

Episode 305: Three Chicago Pockets No One is Talking About With Sarita Scherpereel and Megan Osberge...

Sarita Scherpereel and Megan Osberger join us to discuss three overlooked neighborhoods and why they anticipate tremendous growth in those areas!Sarita and Megan start by discussing how a new Metra stop in the Andersonville and Edgewater neighborhoods is going to take that area t...

By Mark Ainley

Episode 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.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuest: Bibek Das, Das Law

By Mark Ainley

Episode 303: How Two Teachers Found Financial Independence Through Real Estate with Blaine and Lily ...

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 you!Blaine and Lily talk about their decision to leave their jobs as educators to become full-time real estate agents and...

By Mark Ainley

Episode 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 his start in real estate including his first deal on Chicago’s south side sourced from Craigslist! He discusses findi...