HoldCo Builders

The Next Buffett? Buying 500+ Businesses and Turning $100k Into $10B


Listen Later

Want brokers, operators, and investors to think of you first? Relationships compound when you stay top of mind. That’s why I partner with Spacebar Studios—they build and scale B2B newsletters.

They’ll set up your newsletter, send your first few editions, and prove the channel works—no fees, zero risk. They’re offering three HoldCo Builders listeners a free two-week trial. If you want warmer intros and better deal flow, start today: go to https://www.spacebarstudios.co/inquire

This solo episode is a practical playbook for buying, building, and owning businesses—distilled from the career of Fernando De Leon and Leon Capital Group. We cover how an immigrant mindset, speed in downturns, and incentive-aware dealmaking can compound into a multi-billion platform across real estate, healthcare, and financial services.

You’ll learn:

- How to turn labor into equity (and why ownership is better vs one-time fees)
- The four questions to decode big-deal headlines and fund incentives
- A crisis playbook: speed, certainty, enough-but-not-perfect exits
- How a PropCo/OpCo strategy scaled to ~265+ dental clinics
- Building in-house lending (Patient Capital) and insurance brokerage to control growth and margins
- The origin of Crexi and the power of clean data + auctions + listings
- Relationship flywheels: brokers as compounding assets

Who this is for: HoldCo builders, searchers, SMB operators, and PE folks who want a gritty, operator-led path to compounding.

Timestamps:
00:00:00 - Intro & Leon Capital Group overview
00:02:24 - Border-childhood & immigrant mindset
00:03:55 - Spelling bee, father’s passing, $10k lesson
00:05:21 - Turning labor into equity at 14
00:07:18 - Harvard takeaways: negotiation “currencies” & hiring for outputs
00:08:50 - Goldman: seeing the pipes of money & incentives
00:12:37 - Four questions to decode deal headlines
00:13:14 - Move to Dallas (2003) & flood-map/option flip
00:14:43 - 2008 crisis: speed over perfection; spouse’s push
00:16:09 - Rapid distressed deals (bad loans, 24-condo flip)
00:18:00 - Broker flywheel & long-term loyalty
00:19:23 - Sponsor: Spacebar Studios (newsletter compounding)
00:20:29 - Propco/Opco playbook → to 265 dental clinics
00:23:01 - Repeatable playbook: medspas & lab rescue
00:24:02 - Build it in-house: Patient Capital financing
00:25:50 - Cut out middlemen: insurance brokerage
00:26:36 - Crexi origin story: data, auctions, listings
00:28:38 - Wrap-up & next-episode teaser

----------------------------------------------

Subscribe on Spotify:
https://open.spotify.com/show/6lr5bE3SNZF2uEE7Nb0DHh?si=cP_nAarhRmep1lvnR6uk5g

Subscribe on Apple Podcasts:
https://podcasts.apple.com/us/podcast/holdco-builders/id1695713724

Follow Mikk/PrivatEquityGuy on Twitter: ⁠⁠https://x.com/PrivatEquityGuy

This podcast is for informational purposes only and should not be relied upon as a basis for investment decisions.

...more
View all episodesView all episodes
Download on the App Store

HoldCo BuildersBy PrivatEquityGuy

  • 4.6
  • 4.6
  • 4.6
  • 4.6
  • 4.6

4.6

11 ratings


More shows like HoldCo Builders

View all
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch by Harry Stebbings

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

527 Listeners

The Knowledge Project by Shane Parrish

The Knowledge Project

2,666 Listeners

Founders by David Senra

Founders

2,084 Listeners

Capital Allocators – Inside the Institutional Investment Industry by Ted Seides – Allocator and Asset Management Expert

Capital Allocators – Inside the Institutional Investment Industry

792 Listeners

Value Investing with Legends by Columbia Business School

Value Investing with Legends

210 Listeners

My First Million by Hubspot Media

My First Million

2,641 Listeners

Acquisitions Anonymous - #1 for business buying, selling and operating by Bill D'Alessandro, Mills Snell, Heather Endresen, and Michael Girdley

Acquisitions Anonymous - #1 for business buying, selling and operating

244 Listeners

The Private Equity Podcast, by Raw Selection by Alex Rawlings

The Private Equity Podcast, by Raw Selection

32 Listeners

Business Breakdowns by Colossus | Investing & Business Podcasts

Business Breakdowns

351 Listeners

Acquiring Minds by Will Smith

Acquiring Minds

255 Listeners

The Startup Ideas Podcast by Greg Isenberg

The Startup Ideas Podcast

202 Listeners

Joys of Compounding by Colossus | Investing & Business Podcasts

Joys of Compounding

98 Listeners

Moneywise by Hampton

Moneywise

651 Listeners

Think Big, Buy Small by Harvard Business School

Think Big, Buy Small

34 Listeners

David Senra by Scicomm Media

David Senra

0 Listeners