The HoldCo Builders with PrivateEquityGuy is a place where you can find meaningful conversations about holding companies, buying and building businesses, entrepreneurship, investing, and more. Be sure to follow the podcast, so you never miss an episode!
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Privateequityguy Podcasts
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How Smart Buyers Create Alpha Without Cheap Debt
25:15
25:15
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25:15For the last 20 years, private equity followed a simple formula: buy with leverage, cut costs, rely on multiple expansion, exit at a higher valuation. That playbook worked incredibly well. But it no longer does. In this episode, I break down why the old private equity model is structurally broken - not just cyclically - and why a new model is emerg…
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The Playbook for 50-200% Annual Company Growth
48:10
48:10
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48:10In this episode, I’m joined by John Seiffer - the person investors, company buyers and operators call when growth starts getting expensive, messy, or fragile. John has spent decades across manufacturing, software, restaurants, chemicals, and professional services, and he sees the same pattern over and over: founders are great at the product and the…
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The future of private equity talent is moving toward ownership. We explore why the traditional PE career path is breaking, why carry no longer delivers the upside it once promised, and why more professionals are choosing to build - not wait - for real equity. You will discover: 0:00 The Quiet Exodus Inside Private Equity 1:45 Carry That Never Mater…
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There Is No Path — How Elite Investors Actually Build Their Lives, Careers, and Companies
15:46
15:46
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15:46In this episode, we break down a powerful idea from Jeffrey Walker, a private equity veteran who backed thousands of entrepreneurs and watched success and failure up close. His conclusion is uncomfortable but freeing: the people who win don’t follow a path, they create one. You’ll hear why talent is overrated, why “perfect careers” quietly fail, ho…
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How I Quit My 6-Figure Job and Bought 9 Companies
1:07:42
1:07:42
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1:07:42Today’s guest, David Dowda (Dowda Holdings), went from burned-out insurance salesman working 80-100 hour weeks to buying his first business doing just $30,000 a year - fully seller-financed. Ten years later, he owns nine companies across multiple industries - all acquired with zero outside equity and often minimal cash down. TIMESTAMPS 0:00 How he …
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How These Firms Turn $5M-15M Companies Into 100x Returns
24:21
24:21
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24:21How these serial acquirers generate 20-40% annual returns for decades? They buy small, niche, profitable companies again and again. In this episode, we break down the strategy, the structure, and what private buyers can learn from the greatest acquisition machines on earth. TIMESTAMPS 0:00 Why tiny acquisitions beat big deals 1:12 21x, 120x, 375x: …
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From VC to Main Street: How AI Is Rewiring Service Businesses
51:35
51:35
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51:35In this episode, Cyrus Hessabi from Shore Capital Partners breaks down what it really looks like to build AI-enabled services, transition from VC to micro-cap private equity, and back searchers buying “boring” but powerful businesses. Cyrus has lived every chapter of the operator-investor journey: aerospace engineering, Salesforce sales, venture ca…
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How to Find 10x MOIC, 30%+ IRR Deals (Step-by-Step)
18:40
18:40
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18:40Most people in ETA quote the Stanford Search Fund Study, but almost no one looks at what investors actually earn. In this episode, we break down new Yale data from 1,192 investor-level outcomes and shows why access, not modeling, is the #1 driver of 10x MOIC, 30%+ IRR results. You’ll learn why your portfolio will never be “the index”, how a tiny % …
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20 Acquisitions, 500 Investors, Zero Fund (The Private Equity Strategy No One Is Talking About)
1:02:57
1:02:57
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1:02:57Sequoya Borgman has quietly built one of the most interesting retail-funded private equity machines in America. Since launching Borgman Capital in 2017, he’s acquired 20 companies across 8 platforms and raised deal-by-deal from 500+ individual investors instead of institutions. In this episode, we break down how he sources mostly off-market deals i…
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How I Retired at 30 as a Family Office Investor (Here Are the Investments I've Made)
1:00:49
1:00:49
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1:00:49Akshay Ramachandran is a retired family office investor. In his last role, Akshay was the sole analyst at a New York-based single family office, reporting directly to the portfolio manager. Together they analyzed over 60 industries using a simple strategy: buy and hold great businesses run by great management teams. In this episode, he explains his…
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Buy 5 Companies as Fast as You Can (1-on-1 Advice From Fredrik Karlsson That Changed Everything)
11:30
11:30
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11:30There’s a holding company that almost no one talks about, yet it might be one of the most efficient compounding engines. RÖKO owns 29 niche, traditional businesses, runs 21% margins, generates 14.5% returns on capital and keeps acquiring new companies every quarter. And they do all of this with a headquarters team of just eight people. In this epis…
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Ian Rickwood on AI, Private Equity, Car Wash & Real Estate Investing | Henley Group
58:04
58:04
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58:04Ian Rickwood, Founder and CEO of Henley Group, has quietly deployed $4B+ across US and Europe, built and sold food chains, and is now rolling up US car washes using AI-driven site selection. We also dive into what great operator partners look like, how to handle bad deals, and what it’s really like to build a serious firm with your spouse and kids.…
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How to Win Deals Over Private Equity (Even if They Pay 10-20% More)
24:18
24:18
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24:18One of the most underrated skills in business acquisitions. Beyond financial models and deal structures, many great acquisitions happen because buyers know how to connect with sellers on a human level. #BusinessAcquisitions #DueDiligence #MergersAndAcquisitions #HoldCoBuilders #ListeningSkills #DealMaking #EntrepreneurshipThroughAcquisition #Privat…
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The Private Equity Bubble? | Inside a Private Equity Firm Built for What Comes Next
59:48
59:48
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59:48My guest today is Joel Mathew, Head of Originations at Woodson Equity. We discuss how his entrepreneurial path led him into private equity, Woodson’s “inch wide, mile deep” focus on diversified industrials and business services, and why they favor hands-on, control deals. Joel shares a live carve-out playbook, how he sources more than a 1,000 deals…
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The One System That Scaled from $3.5M to a 15-Company Portfolio (Sid Jashnani)
1:11:22
1:11:22
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1:11:22How Sid Jashnani scaled his firm into a portfolio of 15 companies and $77 million in revenue. If you’re an investor or builder, this is a masterclass in turning chaos into compounding cash flows. Sponsors: This episode is sponsored by CapitalPad, the marketplace that connects acquisition entrepreneurs with investors who want exposure to small-busin…
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7 Acquisitions Done — Buying Businesses on “Easy Mode” in 2025 (here’s why)
33:14
33:14
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33:14Buying a small business and raising the equity shouldn’t take a roadshow. In this episode, Donza Worden (ex–institutional PE, Clear Peak Capital) and Travis Jamison (multi-exit founder turned investor) break down how CapitalPad makes both sides easier: 1) curated deal flow for accredited investors; 2) and a streamlined path to capital for independe…
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How to Build a 7-Figure Company from Scratch (with Mac Lackey)
1:04:59
1:04:59
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1:04:59My guest today is Mac Lackey, an entrepreneur who has founded and sold six companies, each with 7-and 8-figure exits - including two back-to-back internet businesses during the dot-com boom. In this episode, Mac breaks down the exact mindset and playbook that helped him turn businesses into life-changing exits. He shares the story of advising one c…
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How Builders Build Wealth That Lasts (and Mistakes to Avoid)
13:15
13:15
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13:15You’ve spent years building something from nothing — finding deals, operating, and growing real value. But what happens after success? Once liquidity arrives, how do you protect your wealth, make it work for you, and ensure it endures for generations? In this episode, we explore the mindset and structure behind lasting wealth — the difference betwe…
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4 Portfolio Companies and The Gritty Playbook of Value Investing | Reggie Pryor Jr.
1:03:54
1:03:54
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1:03:54Value-driven investor and turnaround specialist Reggie Prior Jr. (Founder, Prior LLC) breaks down his simple but relentless playbook: buy what others overlook and rebuild it into a durable cash flow machine. We go from his first mentor (textile legend Jimmy Gibbs) to reading Graham & Dodd, using collateral to get started, and why he rarely sells, p…
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How They Turned $8 Million into $450 Million (by Following THIS #1 SIMPLE Habit)
13:25
13:25
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13:25The greatest builders in history share one habit that changed their fortunes. You’ll hear how a single paragraph led Munger to a $500 million investment, how Jeff Bezos started Amazon because of one statistic in an article, and how Elon Musk saw an opportunity through the absence of information. This episode is about building your mental warehouse …
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How to Build Proprietary Deal Flow? (15 Off-Market Acquisitions)
29:06
29:06
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29:06Peter Lang has done 22 acquisitions (mostly off-market). Grant spent a full day at his masterclass—and it was the most valuable single-day M&A professional development he has ever had. Most people share 101-level fluff; Peter was selective about who he let in the room, so he went straight to 202/303-level tactics: - a 128-question pre-LOI audit, - …
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Lessons from 100+ Acquisitions You Can Implement TODAY | Joe Liemandt
28:35
28:35
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28:35In this deep dive, we unpack the operating philosophy of Joe Liemandt - builder of Trilogy Software and ESW Capital, and now the force behind Alpha School - including lessons from 100+ acquisitions. Liemandt became a billionaire by buying sleepy software assets and turning them into cash machines, vanished from public view for years, then re-emerge…
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How We Bought 27+ Businesses and Built a $1 Billion HoldCo at 39 | Steve Carroll Interview
1:10:43
1:10:43
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1:10:43By PrivatEquityGuy
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How I Completed 12+ Acquisitions and Still Built a New Roll-Up
52:50
52:50
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52:50My guest today is Nick Hatchka, founder of Cub Investments, which has completed over a dozen acquisitions. Nick is now building a regional platform of generator dealers and service businesses in California alongside his operating partner, Dylan Ferguson. We discuss his journey: - to independent sponsorship, - lessons from 12+ acquisitions, - what m…
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How to Raise $450 Million at 31 with No Track Record (and Do 90+ Deals) | Urs Wietlisbach Research
25:44
25:44
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25:44Imagine being in your early 30s, launching a private equity fund, and raising $450 million for your first fund. (No track record. No rich father or uncle.) Urs Wietlisbach, one of the three co-founders, led client relationships and fundraising, pushed proactive deal sourcing and thematic research, and kept the team focused on pensioners as the ulti…
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9 Figure Exit How I Built and Sold to Private Equity (Alexis Sikorsky Interview)
1:18:45
1:18:45
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1:18:45My guest today is Alexis Sikorsky. An entrepreneur who bootstrapped, scaled, and ultimately sold a company in a 9-figure exit. Sponsors This episode is brought to you by CapitalPad — a marketplace that connects acquisition entrepreneurs who need capital with investors who want exposure to small-business deals. Standardized terms, governance, and di…
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He Bought 4 Small Businesses with ZERO Finance Experience (Nikolai Dimitrov Interview)
40:42
40:42
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40:42Nikolai Dimitrov went from pro football to building Unity Investment Partnership, where he buys small, reliable, everyday businesses, paying 3–4× cash flow with seller-aligned structures, and has closed 4 acquisitions so far. We cover his rocky start (including a Facebook group against him), four acquisitions, why “terms more important than price,”…
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I Raised $11.7M To Back 13 Self-Funded Searchers | Grant Hensel Interview
51:14
51:14
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51:14Grant Hensel has started 10 companies (7 failed, 2 sold, 1 scaled), bought a business his wife now operates, and then got obsessed with backing self-funded searchers. He’s the founder of Entrepreneurial Capital, raising ~$11M to invest in “cockroach” SMBs at 3–5x earnings alongside gritty owner-operators. If you’re buying or backing boring, profita…
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60+ Search Fund Investments: What Industries Excite Him The Most TODAY
27:36
27:36
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27:36A 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 …
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How I Left PE, Bought 2 SaaS Businesses (Raising a Fund Next?) | Donza Worden Interview
37:28
37:28
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37:28Former 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 engine…
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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% l…
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How I Bought 7 Businesses and Built a $34M Holding Company | Doug Lepisto Interview
51:51
51:51
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51:51Co-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 equ…
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How to Build a $30M HVAC HoldCo (4 Acquisitions and Next Goal $150M)
44:03
44:03
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44:03At 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,…
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Buying 500+ Businesses and Turning $100k Into $10B - Fernando De Leon of Leon Capital Group
30:35
30:35
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30:35What 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, …
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How I Bought 20+ Small Farms and Built a $350M HoldCo in My 30s | Jack McCarthy Interview
38:58
38:58
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38:58Want 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…
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This Is the Best $1M EBITDA Business (A Lesson From Talking to 2,000 Business Owners)
55:00
55:00
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55:00Rand 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 rea…
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We closed 7 deals in 14 months (first $140m and a portfolio of 13 companies)
54:18
54:18
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54:18Want 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 launch…
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Larry Gagosian Makes $1B+ a Year Brokering Off-Market Art (While Still Owning 100% Of The Business)
38:17
38:17
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38:17Your 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…
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The Next Andrew Wilkinson? Building a 6-Company HoldCo (Bootstrapped with a 7-Figure Exit)
1:03:16
1:03:16
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1:03:16Want 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 theirs launched for free…
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How Michael Ovitz and Steve Schwarzman From BlackStone Find 10s
43:23
43:23
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43:23Want to grow your B2B business? Start with your inbox. Spacebar Studios builds B2B newsletters that drive pipeline, build authority, and generate real revenue. - 115k+ subs in compliance - 7-figure ARR from email First 6 founders get theirs built free Reserve your slot here: https://www.spacebarstudios.co/inquire Running a business can feel like yo…
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How I Bought 4 Companies After Raising Millions from 35 Investors | Danny Vivier Interview
57:19
57:19
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57:19Want to grow your B2B business? Start with your inbox. Spacebar Studios builds B2B newsletters that drive pipeline, build authority, and generate real revenue. - 115k+ subs in compliance - 7-figure ARR from email First 6 founders get theirs built free Reserve your slot here: https://www.spacebarstudios.co/inquire Running a business can feel like yo…
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Follow This Private Equity Model and You'll Win (They Turned a $25K Loan Into a $15B AUM Fund)
46:39
46:39
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46:39Running 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:/…
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How to Build a $200M HVAC HoldCo Without Outside Capital (2 Acquisitions and Organic Growth)
1:06:43
1:06:43
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1:06:43Running 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…
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This Model Beats Private Equity Returns (30-50%+ IRR)
31:44
31:44
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31:44Running 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…
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How to Do 10+ Deals per Year ($8M in Revenue and $2.5M in EBITDA) | Jack Bennett
1:06:31
1:06:31
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1:06:31Scalepath connects you with a trusted network of over 2,000 business owners across the U.S. and Europe. Book a free call with CEO Rand Larsen, and he’ll personally introduce you to up to 3 vetted business owners in your region. Because in business, the right relationships change everything. Schedule your free intro call now: https://www.joinscalepa…
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How I Left Investment Banking to Build a Search Fund (Luca Hany from Amboro Capital)
57:45
57:45
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57:45Scalepath has a network of over 2,000 business owners across the U.S. and Europe. Book a call with the CEO Rand Larsen, he will introduce you to up to 3 business owners in your area. Relationships run the world, don’t forget that. Sign up for a free call here: https://www.joinscalepath.com/ Spacebar Studios is offering your company a free 90-day gr…
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How The Chainsmokers Built a $200M AUM Fund (Using 7 Proven Operating Principles)
53:23
53:23
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53:23Spacebar Studios is offering your company a free 90-day growth roadmap - Sign up for a free call here: https://www.spacebarstudios.co/ Scalepath has a network of over 2,000 business owners across the U.S. and Europe. Book a call with the CEO Rand Larsen, he will introduce you to up to 3 business owners in your area. Relationships run the world, don…
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How I Bought 3 Paving Companies in 11 Months ($66M in Revenue and $7M in EBITDA) | Sam Mahmood
57:34
57:34
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57:34Spacebar Studios is offering your company a free 90-day growth roadmap - Sign up for a free call here: https://www.spacebarstudios.co/ Scalepath has a network of over 2,000 business owners across the U.S. and Europe. Book a call with the CEO Rand Larsen, he will introduce you to up to 3 business owners in your area. Relationships run the world, don…
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The Next Warren Buffett? Turning $2.7m Into $650m by Buying 30+ Businesses
17:57
17:57
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17:57Sponsored by Spacebar Studios (https://www.spacebarstudios.co/) – your outsourced growth engine for B2B brands Peer Groups by ScalePath (https://www.joinscalepath.com/) – expert-led community for HoldCo builders Guest: Alex from RollUp Europe: https://rollupeurope.beehiiv.com/ Join us for a deep dive into one of the most fascinating stories in Brit…
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How I Bought 7 Small Businesses and Had One Exit That Returned a 35x MOIC | Dev Shah Interview
1:16:50
1:16:50
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1:16:50Dev Shah is the founder of Pocket Fund, a HoldCo that has acquired 7 businesses. At just 23, Dev has built a growing portfolio of newsletters, SaaS products, and mobile apps without raising a dime of outside capital. One of his first acquisitions, Sourcely.ai, made 37.5x MOIC. Thank you to our sponsors: Scalepath: https://www.joinscalepath.com/ Spa…
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