Podcast

By Mark Ainley

Episode 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 started in real estate and utilized the house hacking and rent-by-the-room strategy. He shares tremendous nuggets on...

By Mark Ainley

Episode 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 the property will be rehabbed. Andrew clears the air on the need for auxiliary inspections such as radon, asbestos, and s...

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 Alex Ferraro

Episode 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 skill sets built in the Military have served him in his REI ventures. He dives deep into his rough start in real estate i...

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...