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June 25, 2025 53 mins

💥 Thinking about teaming up on your next deal? Ask yourself this first: What happens when it ends?


In this episode of The Real Estate Pessimist, Kristi and Erik get into the realest real estate convo that nobody wants to have — what it takes to build a strong partnership... and how to prepare for the moment it might fall apart. From awkward money talks to who's actually unclogging the toilet at your Airbnb, we cover it all.


🧠 Here’s what we dive into:

  • Why “I like you” isn’t a good enough reason to start a business

  • How to ask awkward but essential questions before you partner up

  • What roles, responsibilities, and expectations you need in writing

  • Our own partnership stories — the good, the bad, and the “we’re still friends somehow”

  • How to exit a deal without burning every bridge on your way out

Real talk: Ambiguity is the enemy of alignment. If it’s not in writing, it’s already a risk.


Find us on all platforms 👉 https://www.youtube.com/@TheRealEstatePessimist/videos


🎧 Link in bio!


Want to become a STR Expert with Erik’s help? ⁠https://eriks-academy.teachable.com/p/str-in-an-hour⁠ 


Ready to go from podcast listener to Local Developer with Kristi’s guidance?

Whether you're just getting started or ready to go all in, we've got the tools to help you build what matters in your own backyard.

→ Programs & Resources:⁠ https://www.localrealestatedeveloper.com/⁠


#RealEstatePessimist #PartnershipsInBusiness #RealEstatePodcast #REITruth #BusinessBreakups #RealEstateInvesting #BehindTheScenesREI #PassiveIncomeMyth #KristiKandel #ErikStenbakken #InvestingWisdom #DeveloperDiaries #LocalDeveloperLife #RealEstateLessons


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