Every week, Helen Guo interviews successful acquisition entrepreneurs, independent sponsors, and investors who have acquired businesses. Learn how to buy a business rather than starting one from scratch from those who have done it themselves.
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Smb Deal Hunter Podcasts
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-$350k → $13M/Yr: From failed acquisition to HVAC rollup | Nathan Lenahan
53:57
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53:57Your first business acquisition wipes out your life savings. Your brother has to sell his house to cover the debt. You sell a property just to get back to zero. Most people would never touch a business deal again. Nathan Lenahan bought 4 more and built a $13M/year HVAC business. His story involves 5 acquisitions, 1 catastrophic failure, and 4 wins …
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$50k → $5M buying declining healthcare businesses (here's how) | Devin Fitzgerald
51:27
51:27
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51:27Devin Fitzgerald acquired 2 declining home healthcare businesses in the Boston area over the last few years and successfully turned them around. He did it with some of the most creative financing we’ve seen on the show. And he’s already working on acquisition #3 (which is 4x bigger than all of his current businesses combined). At some points his st…
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He broke ALL the rules of acquisition and still succeeded | Walker Yarbrough
1:06:11
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1:06:11I’m very excited to share this week’s interview with Walker Yarbrough. He started off with long hours in Investment Banking until he looked up at his bosses and he realized he didn’t want their job (at all). "Even once they'd climbed the ladder, they still just didn't have a lot of control of their own time…They were doing great by a lot of standar…
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From Laid Off & Mid-Divorce to a $1.3M / Year Business (with 100% Seller Financing) | Raj Kankaria
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49:11I’m very excited to share this week’s interview with Raj Kankaria. It is an absolute roller coaster involving layoffs, divorce, rappers, a quarter life crisis, and Raj buying a $1.3M / year business with 100% seller financing. Here’s a sneak peak: Raj was a former army vet who had gotten a job at Citi Bank as an investment banker. He had just been …
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This Software Engineer Quit Tech & Bought A $3.2M+ Business (Now Buying His 2nd) | Kofi Acheampong
1:23:26
1:23:26
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1:23:26Join me as I interview Kofi Acheampong... Kofi’s interview is unique because he actually went through our Pro program and bought a Home Restoration business cash-flowing $715k+ / year in a record 5 months. But this interview goes a lot deeper into… 💡 How Kofi actually launched a software startup that got to #3 on Product Hunt - and how he walked aw…
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He turned $100k to $6M buying landscaping businesses (here's how) | Michael Loftus
38:48
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38:48I’m very excited to share this week’s interview with Michael Loftus. Michael really shows you how far you can go with a simple strategy. Here are just a few snippets from his interview… 🔥 He bought his first 3 companies with no banks involved…with upwards of 50% seller financing… 🔥 He’s acquired 7 landscaping businesses over the last five to six ye…
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25 Year Old College Drop-Out Buys a $1.3M Auto Body Shop with $15k | Andres Martínez
50:19
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50:19Join me as I interview Andres Martínez... At some points his story is nearly unbelievable. Here are just a few snippets from his interview… 🔥 He bought a $1.3M auto body shop making about $500k in EBITDA with 1% down. Yes, you read that right. $15,000 down for a $1.3M deal. 🔥 He came from Mexico in 2021, with no house for collateral, no real job, a…
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"I Wanted to Throw Up" - How JD Beck Built A $4.6M HVAC/Plumbing Empire While Everything Went Wrong
49:26
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49:26Join me as I interview JD Beck, an entrepreneur who is rolling up HVAC and plumbing companies in Colorado. He's made 3 acquisitions to-date, scaling the business from $1.1M to $4.6M in revenue. 👉 Subscribe to the SMB Deal Hunter Newsletter — free weekly deals & insights: https://join.smbdealhunter.xyz 🤝 Work with me and my team 1-on-1 to find, fina…
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He Left Corporate to Buy a Pallet Company. Then He Doubled It. | Michael Kelker of GBR Riverdale
55:56
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55:56Join me as I sit down with Michael Kelker, a former corporate exec who spent 15 years in the aviation manufacturing industry before leaving to buy Timberline Pallet, a custom pallet and crating company in the Quad Cities. With no prior experience in pallets, Michael stepped in as an owner-operator, doubled the business in five years, and grew the t…
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Former Talent Agent Buys 40-Year-Old Trade Publication | Nathan Gregory of Auto Body News
52:54
52:54
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52:54Join me as I sit down with Nathan Gregory, a former talent agent in the entertainment industry who acquired Auto Body News, the leading trade publication in the collision repair industry. Nathan’s journey into entrepreneurship began with flipping raw land and investing in commercial real estate. After building and selling an Amazon-based product bu…
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Why This Startup Founder Bought an Electrical Contracting Business | Fred McGill of Bray Electrical
57:46
57:46
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57:46Join me as I sit down with Fred McGill from Atlanta, Georgia–a former startup founder who made the leap into small business acquisition. Exactly one year ago, Fred acquired Bray Electrical Services, an electrical contracting business. In just 12 months, he’s grown the top line by $650,000, while still running his real estate brokerage on the side. …
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From Wall Street to Main Street: Why He Left Private Equity to Roll Up Tree Care Companies
48:28
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48:28Join me as I sit down with Kaustubh Deo, an entrepreneur rolling up tree care businesses in Seattle, Washington. After a few years in private equity, Kaustubh made the leap into small business acquisitions—starting with his first deal in 2022 using a combination of SBA 7(a) financing, seller financing, and investor capital. Since then, he’s added t…
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Ex-Financial Advisor Buys Wedding Venue, Exits to Family Office… Now Onto Acquisition #2
1:07:23
1:07:23
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1:07:23Join me for a conversation with Nick Patrick, a former financial advisor turned acquisition entrepreneur. Nick bought a wedding venue and catering business, scaled it, and exited to a family office just 20 months later. After taking a breather, he dove back in. Earlier this year, Nick closed on a residential and commercial solar company in Denver a…
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This Investor Is Betting Millions on Entrepreneurs Buying Small Businesses | Grant Hensel Interview
55:36
55:36
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55:36Join me as I sit down with Grant Hensel of Entrepreneurial Capital, a fund investing millions to back self-funded searchers buying cash-flowing small businesses. Grant’s portfolio of 10+ investments includes an industrial fan motor distributor, a light manufacturing company, and a niche procurement consulting firm for schools. Before launching the …
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Inside a Family Office’s Strategy: Management Buyouts of Domestic Manufacturers
55:38
55:38
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55:38Join me as I interview B.G. Lemmon from the Brynavon Group, a family office started by B.G.’s grandfather that focuses on management buyouts primarily in domestic manufacturing. Brynavon currently owns 4 portfolio companies. Their most recent acquisition in 2022, a stainless steel foundry, has grown from $1.25M EBITDA at the time of acquisition to …
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How This Former Gym Franchisee Pivoted Into Online Business Acquisitions
52:28
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52:28Join me as I interview Sebastian Gast, a former gym franchisee who pivoted into online business acquisitions. Sebastian acquired a fitness job board a year ago and just acquired an app-based SaaS platform a month ago. He also previously joined a search-fund acquired company in the oil and gas services space that exited to PE. ______________________…
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Buying an Accounting Firm Without Being a CPA? She Did It.
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49:00Join me as I interview Gretchen Roberts, an entrepreneur who acquired Red Bike Advisors, a remote-first accounting, tax, and advisory firm based in Wilmington, NC. What makes Gretchen’s story unique? She’s not a CPA and doesn’t come from an accounting background. Before buying the firm, she worked in marketing at a major public tech company. Now, s…
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He Acquired a Fuel Equipment Maintenance Business. 3 Years Later, Investors Forced Him Out
47:03
47:03
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47:03Join me as I interview Emmanuel Lopez, a former banker who took the leap into entrepreneurship by acquiring a fuel systems maintenance business with a partner and investors. Nearly three years later, he was asked to leave. While rare, this scenario can happen to any business buyer. In our conversation, Emmanuel shares the key lessons he learned—the…
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After 10 Years at PwC, He Left Corporate to Buy an Accounting Firm
44:57
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44:57Join me as I interview Michael Young, a former Director at PwC who left corporate after 10 years to buy an accounting firm. After a 26 month search, Michael acquired Bay Biz, an outsourced accounting and finance firm based in Washington, DC. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhu…
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How This U.S. Marine Corps Veteran from the Tech Startup World Acquired Two Businesses at Once
47:53
47:53
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47:53Join me as I interview Dominick Blue, a U.S. Marine Corps veteran and former tech startup entrepreneur, who evaluated 2,500 deals before acquiring two businesses in 2024—an air duct cleaning company and an HVAC business. In his first summer after taking over the businesses, Dominick increased the volume of work by an impressive 40%. _______________…
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How This Big Law Partner Rolled Up 3 MarTech SaaS Companies In 20 Months And Sold to PE
1:05:10
1:05:10
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1:05:10Join me as I interview Brian Wolfe, a lawyer, small business investor, and PE and search fund professor. Brian founded Funded Ventures, which partners with builders to buy and build small businesses. Their first platform which was formed to acquire SaaS companies in the martech space successfully exited to Alpine Investors after 3 completed acquisi…
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Inside the Mind of a Business Broker — What Buyers Need to Know
1:05:39
1:05:39
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1:05:39Join me as I interview Khaled Azar, the founder of Livmo, a business brokerage for SaaS and digital businesses. Fun fact: One of the businesses Khaled represented was actually recently sold to a SMB Deal Hunter Pro member. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz 🤝 Work Wit…
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How This Fireman Acquired 5 Self-Storage Companies Across 11 Locations
47:49
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47:49Join me as I interview Kevin, a fireman who has acquired 5 self-storage companies across 11 locations. Before getting into self-storage, Kevin bought single-family homes and rented them out to college students. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz 🤝 Work With Me to Help…
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Ex-Amazon Tech Employee Acquires 35-Year-Old Wholesale Hat Company
1:06:56
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1:06:56Join me as I interview Eric Bauer, an acquisition entrepreneur who acquired a 35-year-old wholesale hat company, Turner Hat Company. Previously, Eric worked for Amazon in retail, logistics, and grocery roles for 10 years. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz 🤝 Work With…
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Ex-Tech Employee Acquires 7 Businesses (Primarily In Construction) And Grows Them 5x
53:53
53:53
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53:53Join me as I interview Chandra Rao, an entrepreneur previously working in tech who has done 7 acquisitions primarily in the construction space. Chandra's acquisitions span electrical contractors to underground construction and fiber splicing companies. Impressively, Chandra’s companies have achieved a combined 5x growth rate in just a few years. __…
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Ex-Government Employee Acquires Multiple E-Commerce Businesses In A Gray Market
49:45
49:45
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49:45Join me as I interview Sam Stolt, an entrepreneur who has acquired multiple e-Commerce businesses selling research compounds and peptides. He now owns 4 brands in the space with 2200 affiliates that generated over $175K last month alone. But it hasn’t been an easy journey. Because of the limitations Sam faces in this somewhat gray space, he has lea…
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Ex-Consultant Acquires Outsourced Sales Organization Selling $100K/Day in Dog Training Alone
56:47
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56:47Join me as I interview Garth Fasano, an entrepreneur who acquired an outsourced sales organization in the Fall of 2022. Garth’s company Raynmaker originally found a niche in dog training (selling a jaw-dropping $100K worth of dog training a day!) and has since expanded to other SMB verticals such as home cleaning and pest control. Previously, Garth…
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How This Entrepreneur Is Rolling Up Language Services Businesses (Journey from $700K to $20M/Year)
55:28
55:28
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55:28Join me as I interview Jordan Evans, an entrepreneur who is rolling up language services businesses. Jordan has made 5 acquisitions since 2018 (with more to come) and his company is now on a $20M/year revenue run-rate. Previously, Jordan worked for early-stage startups while trying to build side hustles in e-Commerce and SaaS without success. _____…
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How This Entrepreneur Failed At A Turnaround Acquisition And What He Learned Through The Experience
1:09:23
1:09:23
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1:09:23Join me as I interview Dustin Fusillo, an entrepreneur who acquired a turnaround mechanical company focused on ATM parts and services. Unfortunately, Dustin wasn’t able to turn around the business, but he did find a soft landing and is now running a larger operation under Grant Victor as General Manager for NextATM, which is an ATM machine, service…
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How This Entrepreneur Acquired A Business That Went Bankrupt, And What He'd Do Differently Next Time
57:32
57:32
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57:32Join me as I interview Justin Willess, a former mechanical engineer who acquired a construction business, Iron Pony, in 2022. Unfortunately, after growing the business dramatically from $12M to $18M in one year, Justin had to shut the business down in September of 2023. Justin was generous enough to share with us his honest story of what exactly we…
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How This Former Fintech Executive Acquired A Commercial Plumbing Business And DOUBLED It In 6 Months
53:00
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53:00Join me as I interview Chad Anselmo, a former FinTech executive who acquired Texas-based commercial plumbing business, MJ Mechanical. Within the first 6 months of taking over, Chad nearly DOUBLED the business. Previously, Chad spent 15 years in FinTech in CFO, CEO, and Founder roles and has several exits under his belt. ____________________________…
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How This Independent Sponsor Left The Corporate World To Acquire 8 Businesses In 8 Years
47:09
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47:09Join me as I interview Nick McLean, an independent sponsor who left the corporate world to acquire 8 businesses in 8 years through his company Four Pillars Investors. His current portfolio includes a steel fabrication business, a high-pressure aluminum die casting company, a sheet metal business, and a machining facility. __________________________…
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How This Former English Teacher Acquired 40 Online Businesses In The Past Decade
56:18
56:18
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56:18Join me as I interview Dominic Wells, the CEO of Onfolio, a publicly traded portfolio of around 20 internet businesses ($ONFO). Dom went from making $1-$2K/month teaching English in Taiwan 10 years ago to acquiring about 40 online businesses over the past decade. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: …
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How This Army Veteran Acquired An $8M Restoration Business Through 100% Seller Financing
39:23
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39:23Join me as I interview Renan Cortez, an entrepreneur who acquired an $8M restoration business through 100% seller financing (!), and is now executing a roll-up in the space. Renan’s journey into entrepreneurship only began at 45 years old. At 20, he joined the Army as a combat medic, later transitioning into a successful 16-year career as a medical…
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From Pools to Preschools: How a Former Financial Analyst Built and Acquired Multiple Businesses
56:21
56:21
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56:21Join me as I interview Jay Sunde, who began his entrepreneurial journey when he left his financial analyst role in Corporate America during his early 20s. In the decades since then, Jay has started, acquired, and sold businesses across industries including construction, pool and spa services, childcare, and fencing. _______________________________ …
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How This Former VC-Backed Entrepreneur Started A Holding Company With 3 Acquisitions And 2 Startups
51:30
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51:30Join me as I interview Chase Murdock, a former VC-backed entrepreneur who now owns a holding company Decada Group. Through Decada Group, Chase has made 3 acquisitions and started 2 companies in Salt Lake City–all without taking any outside investor capital. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https:…
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An SMB M&A Lawyer's Insights from $1B+ in Closed Deals
47:46
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47:46Join me as I interview Eric Pacifici, an SMB M&A lawyer and founder of SMB Law Group. Eric left his career working in Big Law to get into the small business acquisition space. In their first full year of operations, SMB Law Group did over $950M in deal volume, of which $500-$600M were SBA transactions. _______________________________ 👉 Sign Up For …
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How This Serial Entrepreneur Is Buying Paving Companies In the Southwest
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49:37Join me as I interview Sam Mahmood, a serial entrepreneur who is buying paving companies in the SW through his $15MM fund, The Pave. This isn’t Sam’s first foray into entrepreneurship. At 24, Sam founded a medical device company and later completed a bolt-on acquisition for it. He has also acquired a podcast agency, an M&A law firm, and a CPA firm,…
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How this Entrepreneur Acquired an IT Managed Service Company Through A Traditional Search Fund
46:01
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46:01Join me as I interview Nick Akers, an entrepreneur who acquired an IT Managed Service company through a traditional search fund. Nick acquired the business in May of 2023 and is on track to double revenue in 2024. Previously, Nick started a VC-backed company which he raised $30M for and exited. He also ran sales and business development for an engi…
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How This Entrepreneur Acquired A Commercial Cleaning Business And Is Doubling It In Year 1
52:43
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52:43Join me as I interview George Tibil, an acquisition entrepreneur who bought a commercial cleaning business (and is on track to doubling it in the first year!). George was formerly a corporate employee working in risk management at M&T Bank. He decided to pursue business buying after trying both the startup and self-storage paths unsuccessfully. ___…
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How This Former MLB Player Acquired A Street Sweeping Company And Grew It By 5x In 13 Months
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40:12Join me as I interview Brandon Dixon, a former MLB player who acquired a street-sweeping company, Cleaner Streets, and then grew it by 5x in 13 months. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz 🤝 Work With Me to Help You Buy a Business: https://pro.smbdealhunter.xyz…
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How This Real Estate Investor Acquired a Digital Products e-Commerce Business
43:35
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43:35Join me as I interview Julien J, a real estate investor who acquired a digital products e-Commerce business selling MiDi packs. Julien is the owner of Rocket Powered Sound, a business that sells sample packs to aspiring music producers. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.…
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How This Entrepreneur Acquired An Artificial Turf Business And Tripled It In 2 Years
49:23
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49:23Join me as I interview Johannes Hock, a former investment banker and private equity investor who is now acquiring and growing artificial turf businesses. Johannes made his first acquisition in 2022 and has since expanded organically and through add-on acquisitions. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter…
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How This Entrepreneur Is Buying and Building a Portfolio of SaaS Businesses
54:09
54:09
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54:09Join me as I interview Kjael Skaalerud, a former operating partner for a private equity firm now buying and building a portfolio of SaaS businesses. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz 🤝 Work With Me to Help You Buy a Business: https://pro.smbdealhunter.xyz…
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How This Stanford MBA Acquired An Accounting Firm And Doubled It In 3 Years
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59:13Join me as I interview Chris Williams, a Stanford MBA who acquired an accounting firm, System Six, and doubled the business in just 3 years. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz 🤝 Work With Me to Help You Buy a Business: https://pro.smbdealhunter.xyz…
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How This Serial Entrepreneur Acquired 4 Coffee Shops
43:26
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43:26Join me as I interview Alex Nelson, an entrepreneur based in Iowa who recently acquired 4 coffee shops. Alex is a serial entrepreneur who also runs a wedding venue and baby boutique. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz 🤝 Work With Me to Help You Buy a Business: https:/…
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How This Former Sales Manager Acquired An Industrial Painting Company
52:22
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52:22Join me as I interview Danny Thomas, a former industrial painting company sales manager who went on to start and buy an industrial painting company at the same time. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz 🤝 Work With Me to Help You Buy a Business: https://pro.smbdealhunte…
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How This UK-Based Entrepreneur Acquired An Airbnb Rental Business And Outsourcing Business
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55:02Join me as I interview Chris West, a UK-based acquisition entrepreneur. Since leaving a corporate leadership role, Chris has acquired two businesses: a property business focused on Airbnb rentals and an outsourcing business. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz 🤝 Work W…
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How This Tech Startup Advisor Acquired A Window Washing Business
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56:01Join me as I interview Andrew Stern, a tech startup advisor who acquired a commercial window washing business. Fun fact: Andrew found his business through the SMB Deal Hunter newsletter! *Andrew let me know after the interview that he misspoke and the carve-out was for 15% of the deal, not 25%. _______________________________ 👉 Sign Up For Free to …
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How This Former Software Engineer Acquired A Window Covering Business
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33:42Join me as I interview Brandon Williams, a former software engineer who acquired a window covering business. In the first year post-acquisition, Brandon almost doubled the company’s previous best year. _______________________________ 👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz 🤝 Work With Me to Help You Buy …
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