CHICAGO'S #1 REAL ESTATE INVESTING PODCAST

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...

Welcome back real estate enthusiasts! In this week's episode of the Straight Up Chicago Investor Podcast, we have the privilege of unraveling the success story of Sarita Scherpereel, a dynamic realtor and investor who has carved her niche in the world of House Hacking. Join us as Sarita shares her journey, insights, and invaluable tips on utilizing House Hacking to build robust investment portfolios.The episode kicks off with Sarita...

In a recent episode of the Straight Up Chicago Investor Podcast, guest Jason Wagner shares his firsthand experience and insights on how to secure reimbursement for damages caused by the recent flooding in Chicago. Wagner's practical advice and personal anecdotes shed light on the process of seeking assistance from the Federal Emergency Management Agency (FEMA) and navigating the aftermath of the disaster.Jason Wagner recounts his en...

Welcome back, avid investors and real estate enthusiasts! In this week's episode of the Straight Up Chicago Investor Podcast, we're delving into the captivating journey of JD Modrak, a seasoned real estate investor, as he generously shares his insights, experiences, and golden nuggets in the realm of Short-Term Rentals (STRs). Brace yourselves for a treasure trove of wisdom that can elevate your understanding of real estate inve...

Straight Up Chicago Investor Podcast Episode 244: Real Estate Tax Advantages, Short-Term Rentals, And Branding, With Ryan BakkeWelcome back to another enlightening episode of the Straight Up Chicago Investor Podcast! In this edition, we're thrilled to have Ryan Bakke, a CPA, real estate investor, and coach, share his invaluable expertise on how to build wealth through savvy real estate investments and strategic tax planning. J...