Podcast

By Mark Ainley

Episode 245: Insights to Successful Short-Term Rental Investments with JD Modrak

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, a...

By Mark Ainley

Episode 244: Real Estate Tax Advantages, Short-Term Rentals, and Branding, With Ryan Bakke

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...

By Mark Ainley

Episode 243: What is this new lending option that could finance my rehab funds?

What is this new lending option that could finance my rehab funds?Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuests: Perry Farella, First Community Mortgage

By Mark Ainley

Episode 242: From Rookie Status to Seasoned House Hacker, Flipper, and BRRRR Conductor on Chicago’...

Manny Escarpita is a young Chicago Real Estate Investor and Licensed General Contractor who has built up an impressive real estate portfolio since starting in 2019! Manny leads by explaining the hungry mindset he cultivated when starting in real estate and the lessons learne...

By Mark Ainley

Episode 241: Game-Changing Appraisal Insights with Steve Zidek

Steve Zidek has nearly two decades of real estate experience as a broker and appraiser!Steve kicks off with how he got into the appraising business and breaks down the appraisal process! He gets granular on adjustments that may or may not be considered and speaks to the “ar...

By Mark Ainley

Episode 240: What is Going On In the Chicago Multifamily Market?

Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuests: Jordan Gottlieb, Essex Realty Group

By Mark Ainley

Episode 239: Cook County’s New Program To Reduce Your Assessed Value and Maximize Profitability wi...

Assessor Kaegi and Stacie Young explain how the Assessor’s Office and CIC created a program to incentivize affordable housing providers!To kick things off, Assessor Kaegi explains how properties are assessed in Illinois and Stacie shares the history of the Class 9 Program. ...

By Mark Ainley

Episode 238: Dissecting 20 Years of Real Estate and Lending Experience; Mike Facchini’s Journey to...

Mike Facchini of Fairway Mortgage is a Mortgage Lender and Investor with over 20 years of real estate experience!Mike starts with insights on the real estate environment leading up to the Housing Crash and compares it to today’s market! He drops golden nuggets on indicators...

By Mark Ainley

Episode 237: Mastering the Maze: 5 Savvy Tactics to Conquer the High-Interest Rate, Low-Inventory Re...

How do you navigate a low inventory & higher interest rate environmentConnect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuest: Perry FarellaSponsors: Perry Farella - First Community Mortgage

By Mark Ainley

Episode 236: Grinding and Unlocking Success in Chicago’s West Town Neighborhood with Alex Morsch

Alex Morsch of Peak Realty is a Commercial Broker and Investor with vast experience in repositioning assets in West Town. Alex starts by discussing the grind of being a leasing agent and transitioning to brokering real estate! He lays out his experience walking 100 buildings...