What happens after the big win? After the exit, the accolades, the passive income?
In this no-BS episode of The Real Estate Pessimist Podcast, Kristi Kandel and Erik Stenbakken sit down with Keith Blackborg— CPA, high-net-worth advisor, real estate investor, and the guy whose team bought 875 houses.
But this isn’t just a flex-fest—it’s a soul check for every investor out there.
💥 We talk divorce scares and treasure chest proposals.
💥 Wealthy clients who looked rich but felt empty.
💥 What really happens when you sell your business and lose your identity.
💥 The painful truth behind hotels, hedges, and hustle culture.
💥 Plus, his 8 Portfolio Guidelines that could save you millions in regret.
Keith doesn’t hold back. From almost getting stabbed in a foreclosure to walking away from it all—this one hits differently.
If you’ve ever asked:
“What’s my enough number?”
“Why am I still grinding?”
“How do I build real wealth without losing my soul?”
Then pause the highlight reels. And hit play on this.Because this is the real talk behind the spreadsheets. And it might just be the most valuable hour of your year.
#HustleCulture is loud. But so is your inner voice saying, “There’s gotta be more.” This is that “more.”
👀 Watch now and share with someone who’s chasing more but might be missing what matters.
The Real Estate Pessimist Podcast
👉 The Good, The Bad, and the TRUTH about real estate investing.If you're into #RealEstateTruth
Connect with Keith:
https://www.financialjourney.life/
https://passiveinvestorevent.com/
https://www.linkedin.com/in/keithblackborg/
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/
→ 90-Day Masterclass: https://www.localrealestatedeveloper.com/build-it-course
→ Apply for the Mentorship Program: https://www.localrealestatedeveloper.com/dev-mentorship
#WealthWithoutBurnout, and #FinancialFreedom with depth, this episode is for you.#PassiveIncomeRealityChecks
#WorkOptionalGoals #MarriageAndMoney #IdentityAfterExit #PortfolioProtection
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