HoldCo Builders

PrivatEquityGuy

The HoldCo Builders Podcast with PrivatEquityGuy is a place where you can find meaningful conversations about holding companies, entrepreneurship, small businesses, investing, and more.Be sure to follow the podcast, so you never miss an episode!

  1. 60+ Search Fund Investments: What Industries Excite Him The Most TODAY

    VOR 1 STD.

    60+ Search Fund Investments: What Industries Excite Him The Most TODAY

    A deep-dive on the operator-first path to buying a small business. Told through the lessons of investor-turned-operator Tim Ludwig (60+ portfolio companies; now co-runs Majority Search). Learn how search funds actually work, which industries to invest in, which searchers to back, why EQ beats IQ in a first-time CEO, and the exact playbook from LOI → close → the first 100 days. Want a newsletter that builds trust—but have zero time? Spacebar Studios handles strategy, writing, design, and distribution end-to-end so you stay consistent. Turn expertise into a lead-warming “trust engine.” Claim your 2-week free trial: https://www.spacebarstudios.co/inquire CapitalPad delivers accredited investors a highly curated pipeline of sponsor-led deals from proven acquisition entrepreneurs. CapitalPad invests in searcher and independent sponsor deals. Connect with value-add investors, fund your acquisition, and build an enduring business. It's free. Get started here: https://capitalpad.com/ What you’ll learn: 00:00 Intro - buy, run, and compound 02:03 Why study Tim & the origins of search funds 03:40 Tim’s path: from MBA case study to investor 05:18 60+ investments, market gets crowded, lessons learned 06:54 Flipping to buyer/operator; control & alignment 07:59 Search fund 101: traditional vs. self-funded vs. committed capital 09:53 Sponsor: CapitalPad 10:54 Why search funds work: hungry operator × resilient business 12:08 First-time CEO profile: EQ is better than IQ, sales, coachability 14:28 What to buy (and avoid): the “easy to run, hard to break” box + weird niches 15:57 Sponsor: SpaceBar Studios 16:56 from LOI to close: diligence, QoE, papering the deal, seller roll/seller note 19:03 First 100 days: make payroll, listen, cadence & KPIs 20:05 Months 3-12: hire a sales leader, CRM, pipeline & talk tracks 21:56 Post-close priorities: top accounts, upgrade tools, data culture 23:03 Returns math: 4× equity without multiple expansion 24:15 Hold vs. sell; should the seller stay? 24:58 How big is the opportunity? supply/demand & off-market 26:08 Bezos vs. Musk test: singles % doubles are better than moonshots 26:53 Final advice & next steps 27:26 Outro Support our Sponsors: CapitalPad: https://capitalpad.com/ SpaceBar Studios: https://www.spacebarstudios.co/inquire 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.

    28 Min.
  2. How I Left PE, Bought 2 SaaS Businesses (Raising a Fund Next?) | Donza Worden Interview

    VOR 4 TAGEN

    How I Left PE, Bought 2 SaaS Businesses (Raising a Fund Next?) | Donza Worden Interview

    Former institutional investor Donza Worden (co-founder, Clear Peak Capital) breaks down why many private equity pros aren’t truly investors—and what he’s doing differently as an independent sponsor who closed two platforms in year one (IT services & vertical SaaS). Sponsored by CapitalPad—deal flow for serious investors. Built by world-class engineers and PE operators. Apply here: https://capitalpad.com/ This episode is also sponsored by Space Bar Studios. If you’re an investor, holdco, or PE firm that needs media that drives outcomes, they’ll build the newsletter, strategy, and production system for you. Right now they’re offering a free campaign for businesses doing $1M+ in revenue. Get your 2 week free trial: https://www.spacebarstudios.co/inquire Timestamps: 00:00 Intro & who Donza is (2 platforms, Capitalpad) 00:25 The spicy tweet: “Most PE investors aren’t really investors” 00:56 Why PE ≠ investor training: incentives & slow feedback loops 02:24 Donza’s origin story: island → banking → PE 04:27 The hangar conversation that changed his life 06:05 PE associate programs, fund velocity & early reps 07:27 Investment philosophy setup (industry → company → price) 07:51 Partnership — Capitalpad 08:31 Building conviction: Five Forces, 2–4 thesis pillars, price last 10:50 What he kept/ditched from institutional PE before launching 12:02 Why 2024 to launch Clear Peak; co-founding with Luke 14:55 Model choice: independent sponsor now, fund optionality later 16:24 Deal #1: cruise/maritime maintenance software—core thesis 18:10 Capital reality on Deal #1: family offices & cold-start relationships 18:58 Deal #2: faster process; staged diligence & value-creation session 20:29 Partnership — Spacebar Studios 21:08 Operating the portfolio: GTM at IT Sync; financial visibility at Entara 23:55 Back to market for Deal #3; discipline on timing 24:08 Highest-ROI levers post-close (company-specific, no cookie cutter) 25:17 Choosing investors: family offices vs. SBIC; red flags 27:20 Superpower & weakness: depth of work vs. time trade-offs 29:33 Taking risk: leaving institutional PE; AI’s coming impact 31:18 Hardest skill shift: decision-making rests with you 32:16 Hours & lifestyle now vs. institutional PE 33:12 Happiness & autonomy; what “winning” (MOIC/IRR) looks like 34:18 What he’s studying now (IT services, vertical SaaS, mental models) 35:12 Practicing intellectual curiosity; inviting dissent 36:22 Favorite book: Behave (Robert Sapolsky) 37:15 Wrap-up & future check-in Support our Sponsors: CapitalPad: https://capitalpad.com/ SpaceBar Studios: https://www.spacebarstudios.co/inquire 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.

    37 Min.
  3. How I Bought 7 Businesses and Built a $34M Holding Company | Doug Lepisto Interview

    8. SEPT.

    How I Bought 7 Businesses and Built a $34M Holding Company | Doug Lepisto Interview

    Co-invest in curated SMB acquisitions led by proven searchers and independent sponsors. Get a full deal room with financials, tax returns, sponsor profiles, and value-creation plans. No management fees; CapitalPad participates only after investors get their capital back and profits are earned. Operators under LOI can also use CapitalPad to fill equity gaps with a trusted co-investor network. These are long-term, illiquid investments and involve risk. Apply at: https://capitalpad.com/ Spacebar Studios Build relationships at scale with a done-for-you B2B newsletter. HoldCo Builders listeners get a 2-week free trial: they set up your newsletter and send your first editions with zero fees to prove the channel works. Start your free trial now by going to: https://www.spacebarstudios.co/inquire Operator-first, place-based PE done right. In this episode, Doug Lepisto (co-founder of Sleeping Giant Capital) breaks down how his team backed 7 searchers to buy 7 local companies, deploying a $34M Fund I and gearing up for Fund II. We unpack the full playbook—how they source in-region deals, why they bet on the operator first, and the exact 10-10-10 searcher economics. Doug shares how they structure boards, protect the downside, and build long-term, hold-forever companies with a university-powered talent pipeline. Timestamps: 00:00 Intro (Sleeping Giant overview: place-based, West MI, Fund I $34M) 00:33 Doug’s background 04:41 Sleeping Giant timeline 06:18 Sponsor (CapitalPad.com) 10:32 Buffett, Brent Beshore, ETA/search, university model 13:42 Fundraising journey (easiest no, institutions vs HNW/FOs, strategy) 16:13 Ideal targets (shift to higher-quality $3 to $5M EBITDA businesses) 18:14 First acquisition setup 18:20 Sponsor (SpacebarStudios.co) 19:29 First acquisition story 21:41 Deal size (larger than initial target) 22:05 Seller rollover & post-close roles (case by case) 23:14 Operating lessons (protect downside, boards, emotions; big deal are better than many small) 26:25 Pipeline & selectivity (LOIs as the key KPI) 28:48 Operators-first vs deal-first (why back people) 30:32 The 8-week Acquire Course (1:1 coaching format) 34:56 Course throughput & outcomes 35:57 Searcher economics (10/10/10 vesting, salary/bonus) 37:58 Portfolio update & headwinds (tariffs, organic growth systems, board design) 40:27 Fund II focus (double down on place, build an enduring machine) 42:10 Defining long-term (25-year term, durable niches like metal components) 43:38 Liquidity in a long fund 46:04 Scalability (2–3 CEOs at a time; replication in other regions) 47:29 Place-based investing philosophy & macro trends 50:51 Quickfire (best advice and favorite book) Support our Sponsors: CapitalPad: https://capitalpad.com/ SpaceBar Studios: https://www.spacebarstudios.co/inquire 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 PrivatEquityGuy onX: ⁠⁠https://x.com/PrivatEquityGuy This podcast is for informational purposes only and should not be relied upon as a basis for investment decisions.

    52 Min.
  4. How to Build a $30M HVAC HoldCo (4 Acquisitions and Next Goal $150M)

    5. SEPT.

    How to Build a $30M HVAC HoldCo (4 Acquisitions and Next Goal $150M)

    At 42, Sam Turner had the title, the pay, the lake view in Switzerland — but he was not happy. So he engineered his exit, just as COVID nuked his industry. Instead of crawling back, he jumped into buying gritty local businesses. His first deal nearly sank him — wrong sector, thin margins, the people piece ignored. Most would quit. Sam doubled down, bought better, and then built a division from scratch that hit $3.66m in year one with double-digit margins. Today it’s five companies, ~$30m revenue, and a clear target: $150m by 2033. This conversation is the real operator’s playbook: - how to know when it’s time to jump, - what to buy and why, - the hybrid non-integration model that actually works, - the communications cadence that calms teams and customers, - and the unsexy habits that compound. Capitalpad lets you co-invest deal by deal in curated, cash-flowing SMB acquisitions led by searchers and independent sponsors. Get a full deal room—financials, tax returns, sponsor profiles, and value-creation plans—then invest from $25k. These are long-term, illiquid investments and involve risk. Apply at: https://capitalpad.com/ Want brokers, operators, and investors to think of you first, or simply more customers? 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. Go to: https://www.spacebarstudios.co/inquire Timestamps: 00:00 - Intro: who Sam Turner is (ex-CFO → UK SMB/HVAC acquirer) 01:12 - Why leave a high-paying CFO job for blue-collar businesses? 01:36 - Dissatisfaction: politics, travel, no autonomy, family priorities 03:10 - How he made it happen: engineered exit & planning window 04:54 - Choosing ETA/search over property (people-focused) 05:49 - Didn’t pick an industry until after starting the search 05:54 - Research approach: 15–30 sectors explored 06:48 - Sponsor - CapitalPad 07:52 - Acquisition criteria: large & fragmented, multiple arbitrage, non-tech 09:54 - Capital model: deal-by-deal, retain majority equity 10:43 - Strengths & weaknesses 14:04 - Timeline & where the group is today (first deal Dec 2021; 4 buys + 1 organic; ~$30m rev; 2033 target $150m) 17:31 - First acquisition story 20:08 - Sponsor - Spacebar Studios 23:39 - What he buys now: $3–12m revenue, ~10% EBITDA, commercial/built-environment 25:14 - Why buy multiple quickly: diversify operational risk 28:16 - Post-acq philosophy: no full integration; hybrid model, common tech 32:51 - Why #2 and #3 worked: better margins, owner transition, heavy communication 36:58 - Organic playbook: hire industry COO, spin up division, recruit A-players 39:33 - Organic results: ~$3.66m year-1, double-digit margins, 20–22 engineers 43:40 - Wrap-up & thanks Support our Sponsors: CapitalPad: https://capitalpad.com/ SpaceBar Studios: https://www.spacebarstudios.co/inquire 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 PrivatEquityGuy/Mikk Markus on Twitter: ⁠⁠https://x.com/PrivatEquityGuy This podcast is for informational purposes only and should not be relied upon as a basis for investment deci

    44 Min.
  5. Buying 500+ Businesses and Turning $100k Into $10B - Fernando De Leon of Leon Capital Group

    3. SEPT.

    Buying 500+ Businesses and Turning $100k Into $10B - Fernando De Leon of Leon Capital Group

    What happens when a holding company thinks like an immigrant, moves like an entrepreneur, and plays the long game with permanent capital? In this episode, we unpack the operating system of Fernando De Leon and Leon Capital Group—a family holding company that conceives, develops, owns, and operates businesses across real estate, financial services, healthcare, and technology. Capitalpad lets accredited investors co-invest deal by deal in curated, cash-flowing SMB acquisitions led by searchers and independent sponsors. Get a full deal room—financials, tax returns, sponsor profiles, and value-creation plans—then invest from $25k. These are long-term, illiquid investments and involve risk. Apply at: https://capitalpad.com/ Want brokers, operators, and investors to think of you first? 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. Go to: https://www.spacebarstudios.co/inquire You’ll learn: 00:00 - Intro & Leon Capital Group overview 02:26 - Border-childhood & immigrant mindset 05:24 - Turning labor into equity at 14 07:21 - Harvard takeaways & Goldman “pipes of money” 12:37 - Four questions to decode deal headlines 13:17 - Move to Dallas (2003) & flood-map/option flip 14:41 - Sponsor: CapitalPad 16:00 - 2008 crisis: speed over perfection; spouse’s push 17:21 - Going all-in 200×; distressed loans & 24-condo flip 18:04 - Broker flywheel & long-term loyalty 20:32 - Sponsor: Spacebar Studios 21:42 - PropCo/OpCo playbook → to 265 dental clinics 25:02 - Build it in-house: Patient Capital financing 25:51 - Cut out middlemen: insurance brokerage 26:41 - Crexi origin story: data, auctions, listings 28:38 - Wrap-up & next-episode teaser Support our Sponsors: CapitalPad: https://capitalpad.com/ SpaceBar Studios: https://www.spacebarstudios.co/inquire 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 PrivatEquityGuy/Mikk Markus 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.

    31 Min.
  6. How I Bought 20+ Small Farms and Built a $350M HoldCo in My 30s | Jack McCarthy Interview

    27. AUG.

    How I Bought 20+ Small Farms and Built a $350M HoldCo in My 30s | Jack McCarthy Interview

    Want to grow your B2B business? Start with your inbox. Spacebar Studios builds newsletters that drive pipeline, build authority, and generate real revenue. Bonus: The first six founders who raise their hand get their newsletter built for free. Reserve your slot: https://www.spacebarstudios.co/inquire Scalepath is the sponsor of this episode. If you’re a searcher or operator and want real stories + actionable playbooks from the trenches, check the Scalepath newsletter and peer groups: https://scalepath.beehiiv.com/ Jack McCarthy, co-founder & CEO of Goldleaf Farming, shares how he’s building one of the largest specialty-crop platforms in the U.S. We cover why almonds & pistachios, raising $250M+, buying 20+ farms, and scaling to ~12,000 acres. Jack explains valuing farms by cash flow (not price per acre), managing water/climate risk, navigating commodity cycles, aligning with long-term LPs, and keeping leverage low. Timestamps: 00:00:00 Intro 00:00:28 What Goldleaf is building 00:01:26 Jack’s background & meeting co-founder Brandon 00:04:06 Wednesdays at the almond mill; lean-startup exploration 00:05:01 Partnership: Scalepath 00:06:26 Pivot from agtech to owning farms; meeting Brandon; first investors 00:09:48 Buying the first farm (Fall 2017) 00:10:35 Lessons from the first acquisition 00:14:10 Why almonds & pistachios 00:15:51 How they value farms (cash-flow/DCF mindset) 00:17:13 Partnership: Spacebar Studios 00:18:10 Capital raising phases (friends & family → family offices) 00:19:15 Alignment with LPs; team equity & structure 00:23:09 Diversified LP base (sub-$1M checks) 00:25:47 Capital structure: lower debt, higher equity 00:28:01 Biggest risks: water & growing conditions 00:29:09 Selectivity: ~1,400 farms reviewed; 27 bought 00:30:12 Early mistakes; refocusing on water/quality 00:32:02 Jack’s advice: constant improvement; long slog; do it 00:34:12 Personal Q: family (4 kids) 00:34:35 Culture & benefits: family-first values 00:36:57 Best investment advice & favorite book (East of Eden) ---------------------------------------------- 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.

    39 Min.
  7. This Is the Best $1M EBITDA Business (A Lesson From Talking to 2,000 Business Owners)

    24. AUG.

    This Is the Best $1M EBITDA Business (A Lesson From Talking to 2,000 Business Owners)

    Rand Larson helps small business owners beat the loneliness of operating by building tight, ROI-driven peer groups. We dig into what actually works: working-capital traps, hiring/firing discipline, burnout, and why some owners sell just 12–24 months post-close. Scale Path is the sponsor of this episode. If you’re a searcher or operator and want real stories + actionable playbooks from the trenches, check the Scalepath newsletter and peer groups: https://www.joinscalepath.com/ Timestamps: 00:00:00 - Intro & guest: Rand Larson 00:01:43 - What ScalePath is (structure & purpose) 00:02:29 - “How I make money” 00:03:11 - HVAC acquisition near-bankruptcy story 00:05:07 - Genesis of peer groups (therapy → community) 00:06:43 - Ad break: Scalepath newsletter (sponsor) 00:07:49 - What makes a great event (small, similar, 3-hour format) 00:08:37 - Why local organizing is rare (and hard) 00:09:59 - Early peer groups = therapy; today = ROI focus 00:12:56 - 16 events in ~35 days 00:15:01 - Why paid improves attendance (Vistage/YPO comparison) 00:16:02 - Niche-based groups: B2B, pro services, local services 00:17:17 - Online vs. in-person 00:19:20 - Ideal setup: industry peers + local group 00:19:35 - Pricing models & member feedback 00:20:07 - Price point & ROI framing 00:22:32 - The van: $42k “vanlife” for meetups 00:23:10 - First trips & momentum 00:24:59 - Why the van is standout B2B marketing 00:25:59 - Newsletter stories: behind the scenes 00:27:47 - Why sell a commercial cleaning business 00:29:25 - Talking to $30–50M operators; misery check 00:30:38 - Community value for acquisition decisions 00:31:28 - Niche example: boat upholstery repair 00:32:59 - Hiring lesson: inexperienced vs. experienced owners 00:35:08 - Common theme: undercapitalization 00:35:33 - “Take every dollar the bank offers” (asset deal context) 00:38:29 - ~10% therapy; SBA-debt stress early on 00:40:16 - “Real work starts after close” 00:40:29 - Join a peer group before the fire (vs. during) 00:41:10 - Why experienced owners value peer groups ---------------------------------------------- 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.

    55 Min.

Info

The HoldCo Builders Podcast with PrivatEquityGuy is a place where you can find meaningful conversations about holding companies, entrepreneurship, small businesses, investing, and more.Be sure to follow the podcast, so you never miss an episode!

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