An aspiring buyer with $100,000 in savings recently asked Reddit’s r/smallbusiness community, “What are the best ‘boring’ businesses to buy from retiring boomers?” They said they were eyeing a $200,000 business where seller financing could cover the rest.
The responses poured in, and the most recommended business types had one thing in common: they’re stable, not flashy.
“Laundromats in college towns or near apartment complexes do quite well,” one commenter wrote. Another chimed in: “Right up my alley. Every business I’ve ever bought was from a boomer.” They recommended buying established fast-casual restaurants. “If they’ve been around for over 15 years you’re almost guaranteed success. Stay away from full service.”
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Car washes, especially automated ones, also got plenty of love. Liquor stores were mentioned too, but with a warning: they only work well in states with flexible liquor laws. “If you’re in California, do it. If you’re in Alabama, don’t,” one experienced buyer noted.
Some looked to more niche but proven paths. “Bought a ballroom dance studio with a partner for this amount back at the end of 2021. It’s a niche market … and overall it is a cash cow,” one person shared. Others suggested bridal stores, storage units, even yacht charter operations—provided the inefficiencies could be cleaned up.
The romanticized idea of buying a business from a retiring boomer got a reality check. Many warned that what looks like a turnkey operation may actually be a mess under the hood.
“40 year old business, financials are sh*t because the seller is 83 years old and didn’t know what [customer relationship management] is,” one buyer shared about their custom woodworking shop purchase. “But lots of upside. Time will tell. Ask me again in 6 months.”
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Tariffs, outdated tech, and owner-dependent operations were also common pain points. “You might be buying the headache and whatever the equipment is worth,” one commenter responded.