1. EachPod

From Losing $2M to Real Estate Wins: Jeremy Delk’s No-Plan Strategy

Author
RealDealCrew | Jack Hoss
Published
Thu 07 Aug 2025
Episode Link
https://realdealchat.com/episode/from-losing-2m-to-real-estate-wins-jeremy-delks-no-plan-strategy

Entrepreneur & investor Jeremy Delk reveals how losing $2M led to real estate wins, venture capital success, and a no-plan growth strategy.

In this episode of Real Deal Chat, Jeremy Delk shares his incredible journey — from teenage day trader to becoming Fidelity’s youngest trader, losing $2 million in four days, and building a diversified empire in venture capital, real estate, healthcare, and hospitality.

We dive into:

  • How failure fueled Jeremy’s resilience and future success
  • Converting underutilized commercial buildings into high-demand residential spaces
  • Creative financing strategies using other people’s money (OPM)
  • Why action beats over-planning in business
  • The “Die with Zero” philosophy and creating memory dividends now
  • How to scale without adding headcount

Jeremy also shares insider real estate stories, including flipping a $5.1M building into $19M in sales in just 18 months — all without spending a dime on advertising.

📚 Grab Jeremy’s book Without a Plan (a Forbes Top 3 Business Book of 2024)

📄 Get his One Page Plan at https://jeremydelk.com/onepageplan


Learn more at https://realdealcrew.com


#RealEstateInvesting #CommercialToResidential #Entrepreneurship #JeremyDelk #WithoutAPlan #VentureCapital #CreativeFinancing #MindsetMatters #RealEstateDeals #OPM #CommercialConversion #BusinessGrowth #InvestingStrategies #FailForward #RealDealChat


CHAPTERS:

00:00 - Intro

00:20 - Early Experiences in Business

05:33 - Learning from Failure in Entrepreneurship

10:23 - Treating Real Estate as a Business

18:00 - Please Share This Episode

18:20 - Overview of Delk Enterprises

22:00 - Balancing Action and Planning in Business

24:15 - Riches in the Niches: Exploring Market Opportunities

26:10 - Essential Skills and Habits for Aspiring Entrepreneurs

31:58 - Common Lies Real Estate Investors Tell Themselves

32:40 - Advice to Your Younger Self in Business

33:46 - Book Recommendations for Entrepreneurs

35:33 - Impactful Tools and Strategies for Success


RealDealCrew.com

We empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at https://realdealcrew.com/


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RealDealCrew.com

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