Podcast

By Mark Ainley

Episode 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.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuest: Eric Workman, Renovo FinancialLink: Episode 19: Top 10 Mistakes We See From Chicago Investors - with Eric ...

By Mark Ainley

Episode 254: Becoming a Straight Up Chicago Investor With Life Lessons From the Military with Edgar ...

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...

By Mark Ainley

Episode 252: Conventional Financing vs DSCR Loans

What are the pros/cons between conventional financing and DSCR loans?Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuest: Eric Workman, Renovo FinancialLink: Episode 19: Top 10 Mistakes We See From Chicago Inv...

By Mark Ainley

Episode 251: Powerful Networking and Property Management Insights with Bob Hansen

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 prope...

By Mark Ainley

Episode 250: Unlocking Success by Establishing a Strong Focus in Chicago Real Estate with Jonathan K...

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 ...

By Mark Ainley

Episode 249: Fannie Mae's Departure From Needing 25% Down on 2-4 Units

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.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuests: Chris Puleo, Puleo GroupLink: Epi...

By Mark Ainley

Episode 248: Early Investing Pitfalls and Tremendous Lessons Learned in Chicago’s South Suburbs wi...

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. A...

By Mark Ainley

Episode 247: Strategic House Hacking in Chicago’s West Town Neighborhood with Sarita Scherpereel

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 t...

By Mark Ainley

Episode 246: How to Get Reimbursed For Damages From Recent Chicago Flooding

Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuests: Jason Wagner, Greystone RealtyLink: DisasterAssistance.govLink: Disaster Loan AssistanceLink: SUCI Episode 224: Expert Insights On Chicago’s Nor...

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...