Housing Is Healthcare: Jake Rothstein of Upside on ROI, and Aging-in-the-Right-Place

Housing Is Healthcare: Jake Rothstein of Upside on ROI, and Aging-in-the-Right-Place

October 28, 2025 · 32 min · Season 7 · Episode 21

About this episode

Jake Rothstein discusses the concept of aging in place and how Upside provides housing solutions for vulnerable seniors.

On this Foresight Radio recording of Tech Tuesday, host Steve Moran sits down with Jake Rothstein , founder of Papa and now Upside (formerly UpsideHom), to rethink what "aging in place" really means. Starting from his grandparents' journey, Jake shares how Upside became a " housing easy button " for health plans — matching vulnerable members to safe, affordable apartments and support without laying a single brick. We cover the 5 D's trigger events, why case managers are pivotal, how flex funds unlock moves (deposits, movers, utilities, furniture), and why housing stability delivers a clear ROI for insurers. Jake also gets candid about early failures (hello, Golden Girls co-living) and tells a powerful success story about Joanna, who went from an unsafe unit to long-term stability. If you're a senior living operator , hear how Upside can fill your buildings by transitioning the right residents from SNFs and the community. Plus: Steve teases a big announcement coming later this week… Top Takeaways Aging-in-the-right-place > aging-in-place: Most older adults want to stay home—until a trigger (the 5 D's: Death, Disaster, Divorce, Disability, and Downsizing ) makes it unsafe or…

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