EPISODE · Jun 2, 2025 · 54 MIN
EP 08: How She is Always Under Contract with Madi from The Love of Upstate
from Off Grid with Zoey B · host Zoey Berghoff
In this episode of Off Grid with Zoey B, we sit down with the powerhouse behind some of the most iconic short-term rentals in Upstate New York—Madi. Known for her unmatched eye for design, next-level underwriting skills, and lightning-fast execution, Madi shares the behind-the-scenes journey of how she and her partner Skyler built a thriving real estate business from scratch.From discovering rental arbitrage via a chatty Uber driver in San Francisco to flipping and living in a “sneaky duplex” in Big Bear, to now dominating the Upstate NY STR scene—Madi brings the receipts and the strategy. You'll learn how she went from startup life to analyzing nationwide deals, why she's obsessed with old homes and waterfront properties, and how she curates properties that are not just beautiful but wildly profitable.💥 What You’ll Learn:How to trust your gut when the numbers don’t tell the full storyCreating a branded STR portfolio that speaks directly to your ideal guestMadi’s go-to strategy for furnishing, photographing, and launching homes FASTWhy design is more than aesthetics—it’s a marketing weaponLessons from running mega-homes and tips for staying ahead in today’s marketWhether you're an investor, host, or just love a good real estate glow-up, this episode is packed with insight, strategy, and aesthetic inspiration.🎧 Tune in and take notes—Madi doesn’t gatekeep.Ready to build a lifestyle aligned real estate portfolio? Apply for the Rooted in Rentals Mentorship and Interview with Zoey to join the community: https://www.zoeyberghoff.com/rnrmentorshipGet Zoey’s free resources for her listenings and stay in the know with the monthly Rooted Report here: https://www.zoeyberghoff.com/toolsExclusive discounts and free trials from brands Zoey loves for her listeners. Unlock them here: https://www.zoeyberghoff.com/resources-
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In this episode of Off Grid with Zoey B, we sit down with the powerhouse behind some of the most iconic short-term rentals in Upstate New York—Madi. Known for her unmatched eye for design, next-level underwriting skills, and lightning-fast execution, Madi shares the behind-the-scenes journey of how she and her partner Skyler built a thriving real estate business from scratch. From discovering rental arbitrage via a chatty Uber driver in San Francisco to flipping and living in a “sneaky duplex...
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EP 08: How She is Always Under Contract with Madi from The Love of Upstate
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