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May 7, 2025 64 mins

What happens when the market crashes, your personal life falls apart, and the business you built starts slipping through your fingers?

 

Most people fold. But Tyler Jensen rebuilt—faster, leaner, and more focused than ever.

 

In this powerful episode of Diehard Entrepreneur Stories, Tyler takes us inside the real story behind his house flipping career. From losing $37K on his first deal to pioneering the Seven Day Flip, Tyler opens up about what it really takes to survive—and thrive—in a volatile real estate game.

 

But this isn’t just about flipping houses. It’s about flipping your mindset. Tyler shares how he faced grief, burnout, and overwhelming pressure—and came out the other side more committed to impact, integrity, and team than ever before.

 

Whether you’re in real estate or just trying to keep your business alive through tough seasons, this episode is a masterclass in resilience, reinvention, and staying mission-driven when everything feels like it’s falling apart.

 

I’m on a MISSION to help entrepreneurs build strong, successful businesses.

Get on board at: 🤝https://www.devinramos.com

 

⚡Connect with Tyler Jensen:

FacebookBook A Call

 

TIMESTAMPS

 

00:00 Introduction

00:36 Tyler’s First 3 House Flips & Lessons Learned

07:16 From Side Hustle to Full-Time Flipping

11:33 Running a Manufacturing Company and Being a Flipper

13:39 Feeding Your Entrepreneurial Spirit

15:35 Building Culture: Winning as a Team

19:00 Balancing Winning and Building Strong Connection

20:34 The Seven Day Flip

28:22 The Market Shift and the Need for Fundamentals

41:45 Overcoming the Toughest Times and Bouncing Back from Major Losses

54:50 Having the Right Community Means Everything

56:04 Tyler’s Message to YOU

1:00:05 The Right Perspective Will Take You Where You Want To Go

1:00:52 Tyler’s Next Move and How to Connect with Him

 

🔔 Watch this on YouTube:

https://youtu.be/NlvGsaT2KKQ

 

⚡ Let's stay in touch:

Instagram| Facebook | Youtube | LinkedIn 

 

🎬Produced by:

https://daretopodcast.com/

 

#HouseFlipping #ResilientEntrepreneur #SevenDayFlip #DiehardEntrepreneurStories #RealEstatePodcast #CommunityImpact #MentalHealthAndBusiness #BusinessTurnaround #FinancialFreedom #BusinessGrowth #TransparencyWithInvestors #LeadershipInToughTimes #GivingBackMatters #TeamDynamics #PerspectiveShift #RealEstateInnovation #TylerJensen #forwardfactor #devinramos


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