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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.
By PrivatEquityGuy4.6
1111 ratings
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.

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