The Real Estate Pessimist
Podcast Description
The Good, bad, and the truth about real estate investing
Podcast Insights
Content Themes
The podcast centers on the challenges and lessons of real estate investing, with themes including overcoming financial barriers, the importance of mindset, and navigating unexpected disasters. Example episodes include April Vogt's journey to purchasing a duplex despite financial limitations, the impact of mindset on real estate success, and cautionary tales involving property crises such as dealing with law enforcement raids and major financial losses.

The Good, bad, and the truth about real estate investing
Jamie Hill—The Voice Behind the Brands, the Investor Behind the Fear, and One of My Closest Friends
Featuring: me (Kristi Kandel), Erik Stenbakken, and the one and only Jamie Hill (@voicesbyjamiehill)
This episode? Whew. We laughed, we nodded so hard our necks hurt, and honestly—I probably need to go back and re-listen with a notepad in hand.Because when Jamie talks? You shut up and soak it in.
Whether it’s behind the mic for a major brand or behind the scenes of her real estate journey, she keeps it raw, honest, and wildly insightful. She’s not some overnight success story. She’s one of us. She overthought, hesitated, ran the numbers ten times, and still bought the damn house.
Inside the episode, Jamie gets real about:
*What it’s actually like to be a voice actor in today’s world (hint: way more than just having a “good voice”)
*Why she left rent control behind and bought her first place—even when the mortgage was double her rent 😬
*How she went from “this terrifies me” to owning multiple properties*The disaster with a big box store that messed up her floors three times (and how she made it right)
*The power of the “3-foot toss” and why small, doable steps > big, blind leaps
*Why she didn’t go big—and still came out ahead
If you’ve ever been stuck in analysis paralysis, scared to move forward, or wondering if you’re “doing it wrong”… this one is for you.
Jamie’s story isn’t all sunshine and spreadsheets—it’s real, layered, and full of those “ohhh yep, been there” moments. It’s also a reminder that you don’t have to be fearless to get started—you just need to be willing.
Also… our friendship? Yeah, it’s been a lifeline. From our nearly identical first properties to dealing with the same kind of contractor chaos, it’s wild how parallel our journeys have been. This episode is proof that having someone in the trenches with you changes everything.
🎧 LISTEN NOW to hear the good, the bad, and the truth about real estate investing (and why sometimes… it’s just about the next 3 feet).
👇 Don’t forget:
✅ Subscribe & Like
✅ Comment if a contractor has ever personally disrespected your sanity
✅ Share with your “I want to buy but I’m scared” friend—they need this
#RealEstatePessimist #TheGoodTheBadTheTruth #RealTalkRealEstate#VoiceOverAndRealEstate #WomenWhoInvest #FriendsWhoInvestTogether#StartWhereYouAre #ThreeFootToss #SlowGrowthIsStillGrowth#FirstPropertyFears #RealEstateForRealPeople #ContractorNightmares

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