The SMB Deal Hunter Podcast

Helen Guo
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Jun 11, 2025 • 48min

From Wall Street to Main Street: Why He Left Private Equity to Roll Up Tree Care Companies

Join 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 two more companies to his platform.If you’re curious about how to transition from Wall Street to Main Street, use debt to buy businesses, or scale through add-on acquisitions, this one’s for you._______________________________👉 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, finance, and close your acquisition in 6–12 months: https://pro.smbdealhunter.xyz
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May 28, 2025 • 1h 7min

Ex-Financial Advisor Buys Wedding Venue, Exits to Family Office… Now Onto Acquisition #2

Join 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 after a focused off-market search._______________________________👉 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, finance, and close your acquisition in 6–12 months: https://pro.smbdealhunter.xyz
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May 15, 2025 • 56min

This Investor Is Betting Millions on Entrepreneurs Buying Small Businesses | Grant Hensel Interview

Join 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 fund, Grant and his wife also acquired an SEO agency serving personal injury attorneys.If you're curious about how capital is flowing into Main Street — and how investors like Grant are fueling the rise of entrepreneur-led acquisitions — this one’s for you._______________________________👉 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, finance, and close your acquisition in 6–12 months: https://pro.smbdealhunter.xyz
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Apr 30, 2025 • 56min

Inside a Family Office’s Strategy: Management Buyouts of Domestic Manufacturers

Join 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 $3.25M EBITDA today._______________________________👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz🤝 Work With Me to Help You Find, Finance, and Acquire a Business in 6-12 Months: https://pro.smbdealhunter.xyz 
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Apr 17, 2025 • 52min

How This Former Gym Franchisee Pivoted Into Online Business Acquisitions

Join 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._______________________________👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz🤝 Work With Me to Help You Find, Finance, and Acquire a Business in 6-12 Months: https://pro.smbdealhunter.xyz 
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Mar 20, 2025 • 47min

He Acquired a Fuel Equipment Maintenance Business. 3 Years Later, Investors Forced Him Out

Join 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 red flags, the surprises, and what he’d do differently next time._______________________________👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz🤝 Work With Me to Help You Find, Finance, and Acquire a Business in 6-12 Months: https://pro.smbdealhunter.xyz 
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Mar 6, 2025 • 45min

After 10 Years at PwC, He Left Corporate to Buy an Accounting Firm

Join 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.smbdealhunter.xyz🤝 Work With Me to Help You Find, Finance, and Acquire a Business in 6-12 Months: https://pro.smbdealhunter.xyz 
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Feb 27, 2025 • 48min

How This U.S. Marine Corps Veteran from the Tech Startup World Acquired Two Businesses at Once

Join 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%._______________________________👉 Sign Up For Free to the SMB Deal Hunter Newsletter: https://join.smbdealhunter.xyz🤝 Work With Me to Help You Find, Finance, and Acquire a Business in 6-12 Months: https://pro.smbdealhunter.xyz 
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Feb 13, 2025 • 1h 6min

Inside the Mind of a Business Broker — What Buyers Need to Know

Join 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 With Me to Help You Find, Finance, and Acquire a Business in 6-12 Months: https://pro.smbdealhunter.xyz 
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Feb 5, 2025 • 48min

How This Fireman Acquired 5 Self-Storage Companies Across 11 Locations

Join 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 You Find, Finance, and Acquire a Business in 6-12 Months: https://pro.smbdealhunter.xyz 

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