Buyers and Builders

Buyers and Builders

Download on the App Store

Buyers and Builders episodes

  • 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/ - A deal-by-deal private equity investing platform

    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.

    38 min
  • This 70/30 Model Leads to Highest Returns

    I spoke with an operator who sold his own company - then turned around and bought eight more. His playbook is specific, bank-friendly, and built for growth. In this episode, I’m unpacking the lessons from those deals:

    00:00 Intro: From exit to 8 acquisitions
    00:26 Portfolio averagE: 4.7x paid; $4.1M EBITDA
    00:52 Structure banks love: 70% now, 30% later; owner reinvests
    01:18 Growth thesis: target 5x MOIC + “second bite” bigger than first
    03:30 Value creation: capital allocation, incentives, team energy
    04:51 Sponsor: SpaceBar Studios
    05:31 Deal cadence & outlook: 1–2 deals/per year; potential portfolio sale

    Want a newsletter but don’t know where to start? Sound familiar?
    At Spacebar Studios, they handle everything—design, content, sending.
    Getting started isn’t your problem anymore. Only 2 spots left this month.
    Get your 2 week free trial - https://www.spacebarstudios.co/inquire

    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.

    7 min
  • 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/ - A deal-by-deal private equity investing platform

    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
  • 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/ - A deal-by-deal private equity investing platform

    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 bas

    45 min
  • 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/ - A deal-by-deal private equity investing platform

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

    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.

    30 min
  • 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)

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

    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
  • 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

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

    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
  • We closed 7 deals in 14 months (first $140m and a portfolio of 13 companies)

    Want to build a media asset your competitors can’t copy?
    Spacebar Studios turns B2B newsletters into profit centers — driving pipeline, authority, and long-term enterprise value.

    - 115k+ subscribers in compliance
    - 7-figure ARR driven by email
    - Built for SaaS, services, and niche B2B markets

    First 6 founders this month get their newsletters launched for free.
    Reserve your slot here: https://www.spacebarstudios.co/inquire

    Running a business can feel like you're doing it all alone—but you don’t have to.
    Scalepath connects you with a private network of over 2,000 experienced operators, and CEO Rand Larsen will personally intro you to 3 like-minded business owners in your area.
    It’s part mastermind, part growth engine, part therapy.
    Book your free intro call at: https://www.joinscalepath.com/

    Today’s guests are Lizzie Ryan and Darrel Connell, Managing Partners at IMBIBA, one of the UK’s leading specialist investors in leisure, education, and health. We cover IMBIBA’s operator-heavy model, why they back four-walls brands with proven unit economics, and how they sourced, structured, and exited deals through the toughest market in a decade.

    We dig into Fund I’s brutal raise, doing 7 deals in 14 months during COVID, building resilience in portfolio construction (childcare, wellness, and real estate-backed concepts), and the mechanics of operational gearing and like-for-like performance that drive exit timing. They share hard-won lessons on off-market origination (1,000+ outreaches → 600 meetings → 3–4 investments), upgrading teams post-investment, the “professional MD” hire, picking sites, saying no to bad leases, and aligning founder incentives with liquidity—without losing momentum.

    Timestamps:
    00:00:00 Intro
    00:00:07 Who are IMBIBA’s managing partners?
    00:02:36 IMBIBA origin story & “two lives” of the firm
    00:03:46 Fund I thesis: proven unit economics, operator help, rollout
    00:04:22 Sponsor break - Scalepath
    00:05:22 Building an operator-heavy PE team
    00:06:11 Fundraising war stories (2018): the brutal last £10m
    00:09:13 Post-raise: first 18–24 months
    00:09:52 COVID hits: portfolio shut, scenario planning, survival
    00:10:22 Doing 7 deals in 14 months: why founders chose them
    00:11:35 What great PE–founder support looked like in crisis
    00:14:19 Managing LP expectations during uncertainty
    00:15:07 Rebuilding the portfolio: childcare, wellness, four-walls brands
    00:16:14 Sponsor break - Spacebar Studios
    00:17:35 Designing for resilience: margins, labor mix, exits
    00:18:16 Portfolio & exits: NQ64, Little Houses Group
    00:20:05 Who buys these assets now? (trade, PE, US interest)
    00:21:49 When to sell vs. hold: operational gearing & like-for-like trends
    00:25:18 Typical deal structure: significant minority, founder-led
    00:26:14 Sourcing: mapping subsectors, off-market outreach
    00:27:20 Upgrading teams post-investment; the “professional MD” hire
    00:30:09 Funnel math: 1,000+ outreaches → 600 meetings → 3–4 deals
    00:30:41 Red flags & when to walk at the 11th hour
    00:31:43 Spotting real operators (site visits, staff, standards)
    00:33:07 How their team works: operating partners on boards
    00:34:57 Personal strengths & weaknesses (deal smell, negotiation)
    00:37:23 Where founders need the most help: people & property
    00:39:13 Coaching without micromanaging; the chair that moves the needle
    00:41:28 Incentives & aligning around liquidity events
    00:42:38 Navigating misalignment on timing and partial liquidity
    00:45:06 Where they’ll invest next; where they won’t (exitability lens)
    00:47:57 Supply of opportunities vs. capital in today’s UK market
    00:48:44 Advice for emerging managers: resilience & learning from failure
    00:50:01 What’s next: Fund III, new geo

    55 min
  • Larry Gagosian Makes $1B+ a Year Brokering Off-Market Art (While Still Owning 100% Of The Business)

    Your newsletter is the gallery. Gagosian sold because his collectors heard from him—constantly. Spacebar Studios builds the newsletter that keeps you in front of founders, LPs, and operators every week. Book a call to get yours (First 6 founders get theirs launched for free): https://www.spacebarstudios.co/inquire

    Default aggressive—together. Larry didn’t wait alone; he built rooms full of people who moved. ScalePath surrounds you with like-minded operators so momentum compounds. Get 3 vetted intros for free. Book a call: https://www.joinscalepath.com/

    A concise, hard-nosed breakdown of Larry Gagosian’s operator toolkit—how a relentless deal engine, secondary-market focus, and absolute control compound into 18 galleries and $1B in annual revenue. We translate his moves into actionable tactics for investors, business buyers and holding company builders:

    - build proprietary deal flow,
    - price on information,
    - create markets,
    - and turn relationships into leverage.

    Timestamps:
    00:00:00 - Why Larry Gagosian
    00:02:46 - Section 1: Build a deal engine
    00:03:47 - Tactic: 100 cold calls a day
    00:04:49 - Show up uninvited (crashing rooms, creating access)
    00:06:04 - Default aggressive beats perfect timing
    00:07:04 - Sponsor: ScalePath (operator network)
    00:08:16 - Implementation: build your pipeline & momentum (questions to ask owners)
    00:10:44 - Section 2: Total control and owning 100%
    00:13:45 - Non-obvious plays (private-jet terminal gallery)
    00:16:55 - Sponsor: Spacebar Studios (get your B2B newsletter built for free)
    00:18:39 - Section 3: Build a market around your edge (secondary markets)
    00:19:04 - Building a secondary market
    00:21:19 - Tactics: proven assets, create liquidity, exploit fragmentation, earned secrets
    00:23:06 - Apply to SMBs: secondary markets & roll-ups, own the transaction
    00:25:58 - Investor lessons: ignore status games, price on info, map your niche, be the connector
    00:26:37 - Section 4: Build relationships, not deals
    00:27:31 - The S.I. Newhouse cold call and a life-changing relationship
    00:29:04 - “Heir maps,” future inventory & proprietary deal flow
    00:30:08 - Co-conspirators, not just clients (embedded trust)
    00:31:03 - Operationalizing relationships (network, outreach muscle, non-transactional, real-world events)
    00:33:44 - Think in decades (compounding relationships and capital)
    00:35:24 - Synthesis: the Gagosian playbook (sell more, control, brand, secondary, outbound, relationships)
    00:37:45 - Closing & CTA (share, subscribe, next episodes)

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

    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

About Buyers and Builders

From the publisher's feed

The Buyers and Builders podcast with PrivateEquityGuy is a place where you can find meaningful conversations about holding companies, buying and building businesses, entrepreneurship, investing,…

More shows like Buyers and Builders

The Investor's Podcast (We Study Billionaires)  - The Investor’s Podcast Network by The Investor's Podcast Network

The Investor's Podcast (We Study Billionaires) - The Investor’s Podcast Network

3,326 Listeners

This Week in Startups by Jason Calacanis

This Week in Startups

1,289 Listeners

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

542 Listeners

The Knowledge Project by Shane Parrish

The Knowledge Project

2,699 Listeners

Founders by David Senra

Founders

2,202 Listeners

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

Capital Allocators – Inside the Institutional Investment Industry

801 Listeners

My First Million by Hubspot Media

My First Million

2,648 Listeners

Dry Powder: The Private Equity Podcast by Hugh MacArthur, Bain & Company

Dry Powder: The Private Equity Podcast

148 Listeners

All-In with Chamath, Jason, Sacks & Friedberg by All-In Podcast, LLC

All-In with Chamath, Jason, Sacks & Friedberg

10,186 Listeners

Business Breakdowns by Colossus | Investing & Business Podcasts

Business Breakdowns

348 Listeners

Acquiring Minds by Will Smith

Acquiring Minds

278 Listeners

The Startup Ideas Podcast by Greg Isenberg

The Startup Ideas Podcast

210 Listeners

TBPN by John Coogan & Jordi Hays

TBPN

142 Listeners

Uncapped with Jack Altman by Alt Capital

Uncapped with Jack Altman

41 Listeners

David Senra by Scicomm Media

David Senra

243 Listeners