Podcasts

In the latest episode of the Straight Up Chicago Investor Podcast, listeners were treated to a wealth of knowledge from seasoned Short-Term Rental (STR) Investor, Ditron Corker. With a wealth of experience under his belt, Ditron graciously shared his expertise on how to kickstart and maximize profitability in the world of short-term rentals.Ditron's journey into real estate began with a strategic approach, leveraging the power of ho...

In the latest episode of the Straight Up Chicago Investor Podcast, listeners were treated to an insightful conversation with guest Andrew Fox, delving deep into the realm of real estate entrepreneurship. As an experienced figure in the industry, Andrew shared invaluable insights into the essential skills needed to thrive in the dynamic landscape of real estate.Andrew began by emphasizing the indispensable role of building inspections in...

In the latest episode of the Straight Up Chicago Investor Podcast, guest Eric Workman provides a wealth of knowledge on navigating lending options for self-employed individuals diving into real estate ventures. Here’s a breakdown of the key takeaways from this insightful discussion:Experience, Credit Score, and Liquidity: The Triad of Lending ConsiderationsFor self-employed individuals eyeing lending opportunities, Eric Workm...

In an enlightening episode of the Straight Up Chicago Investor Podcast, we are joined by Edgar Barbosa, an investor and realtor dedicated to helping clients embark on their real estate investment journey. Edgar's unique perspective, shaped by his military background, offers listeners a profound insight into the lessons learned during his service and how he applies them to build wealth through strategic real estate investments.Milita...

In a riveting episode of the Straight Up Chicago Investor Podcast, we welcome Jeff Nydegger, a seasoned real estate professional with over 17 years of experience and a remarkable portfolio of over 1,000 homes bought and repositioned in Chicagoland. Join us as Jeff shares insights into his journey, drawing on his military background, navigating the challenges of real estate, and providing a granular breakdown of successful marketing effo...

In a recent episode of the Straight Up Chicago Investor Podcast, Eric Workman from Renovo provides valuable insights into the comparison between conventional financing and Debt Service Coverage Ratio (DSCR) loans, aimed at investors seeking to expand their real estate portfolios beyond single-family homes. Titled "Conventional Financing vs DSCR Loans," the episode sheds light on the considerations and trade-offs associated wit...

In a captivating episode of the Straight Up Chicago Investor Podcast, we welcome Bob Hansen, a seasoned realtor and investor who has carved a successful niche in the realm of House Hacking. Join us as Bob shares insights, strategies, and invaluable tips on building investment portfolios through the innovative approach of House Hacking.The Power of Networking UnveiledBob kicks off the episode by shedding light on the transformative power...

In a riveting return to the Straight Up Chicago Investor Podcast, Jonathan Klemm, a seasoned Chicago General Contractor, takes center stage to share the remarkable evolution of his business and investments since his last appearance. Brace yourself for a wealth of insights into the world of Chicago construction, property acquisitions, and the invaluable lessons learned along the way.Chicago Construction UnveiledJonathan wastes no time in...

The latest Tuesday Tip of the Straight Up Chicago Investor Podcast features guest Chris Puleo, who discusses a significant change in the conventional loan requirements for owner-occupied properties with hosts Tom Shallcross and Mark Ainley. Change in Down Payment Requirements:Fannie Mae has announced a change in down payment requirements for two to four-unit properties, reducing it to as little as 5%.This is a substantial shift fro...

Welcome back to the Straight Up Chicago Investor Podcast, where seasoned investors share their triumphs and tribulations in the dynamic world of real estate. In this episode, we delve into the riveting journey of Alex Fenske, a real estate enthusiast who learned valuable lessons the hard way. Join us as Alex candidly discusses his foray into real estate investing, the pitfalls he encountered, and the valuable insights he gained along th...