From W-2 to Walking Away: Two Wisconsin Families Who Replaced Their Income With Real Estate episode artwork

EPISODE · May 19, 2026 · 48 MIN

From W-2 to Walking Away: Two Wisconsin Families Who Replaced Their Income With Real Estate

from The Wisconsin Investor · host Corey Reyment

Send us Fan MailTwo families. Two completely different paths. One result: freedom through Wisconsin real estate.Matt and Katie Fihn out of Port Washington went from both working day jobs with two young kids at home to Matt walking away from his W-2 after just one completed flip. Katie followed shortly after, leaving a 19-year career to run the business full time alongside him.Greg Newman built a 50-door rental portfolio in the Northwoods over a decade, almost entirely while working full time. No outside partners, no big money raises. Just savings, lines of credit, and a slow methodical approach that eventually made quitting unavoidable.In this compilation episode, you'll hear both stories back to back, including:How one conversation at a playdate changed the Fihn family's entire financial trajectoryWhat Matt and Katie used as their trigger to pull the plug on the W-2How Greg accidentally discovered the BRRRR method and built from thereWhy Greg stayed in one lane for 12 years while resisting every shiny objectThe 20-30 deals the Fihns missed while juggling jobs and young kids, and what that cost themHow Greg brought 38 Northwoods doors back in-house after property management fell apart at scaleWhat both families say about the fear of walking away from a steady paycheckWant the full conversations? Links below.Matt and Katie Fihn full episode: Spotify: https://bit.ly/4diIWkO Apple: https://bit.ly/3PpdpVbGreg Newman full episode: Spotify: https://bit.ly/4dykkDv Apple: https://bit.ly/42KN4E0Get off-market deals every Monday morning: WisconsinDiscountProperties.com

Episode metadata supplied by the publisher feed · Published May 19, 2026

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Send us Fan Mail Two families. Two completely different paths. One result: freedom through Wisconsin real estate. Matt and Katie Fihn out of Port Washington went from both working day jobs with two young kids at home to Matt walking away from his W-2 after just one completed flip. Katie followed shortly after, leaving a 19-year career to run the business full time alongside him. Greg Newman built a 50-door rental portfolio in the Northwoods over a decade, almost entirely while working full ti...

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From W-2 to Walking Away: Two Wisconsin Families Who Replaced Their Income With Real Estate

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