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Weeks Weekly with Ed Weeks Jr. MBAAuthor: Ed Weeks, Jr.
Weeks Weekly with Ed Weeks Jr. Real conversations for Gen X founders on building, scaling, and exiting businesses worth owning. If you're running a 2M to 20M business and thinking about what comes next, whether that's the next phase of growth, the next chapter, or the eventual exit, this is your show. Host Ed Weeks Jr. brings 30 years across Wall Street, healthcare, and marketing into unfiltered conversations with founders, operators, buyers, and the experts who help them grow and sell their businesses. Each week you'll hear: The Operator Playbook: How real founders systemize growth, build leverage, and stop trading time for revenue. Exit Conversations: What it actually takes to sell a business. Valuations, buyers, brokers, and the deals that close versus the ones that don't. Acquisition Stories: Buyers and builders sharing how they find, finance, and grow companies in the lower middle market. The Next Chapter: Healthcare, AI, faith, and the personal side of building something that lasts past you. For Gen X operators who refuse to slow down, but are ready to build smarter and own their next chapter. New episodes weekly Start with the free Exit Readiness Scorecard and see what your business is worth to a buyer in about 2 minutes: edweeksjr.com/scorecard. Thinking about selling your business or want a confidential conversation about your options? Visit edweeksjr.com. Language: en Genres: Business, Entrepreneurship, Investing Contact email: Get it Feed URL: Get it iTunes ID: Get it |
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Stop Pretending "Sell and Stay" Is the Safe Play
Episode 4
Wednesday, 17 June, 2026
Thinking about what's next for your business? See what it's worth to a buyer with the free Exit Readiness Scorecard: edweeksjr.com/scorecard Most founders selling a $2M to $20M business think the headline number on the page is the win. It isn't. The real money lives in the parts that come later: the earnout, the rolled equity, the so-called second bite. And later only pays if the business keeps performing after you've stopped running it the way only you knew how. This week, Ed breaks down "the vacation tell," the pattern one acquirer noticed after buying up ten small companies and keeping the old owners on. About a year after each deal closed, those owners started taking the vacations they'd sworn for fifteen years they could never take. They weren't slacking. They'd exhaled. The weight was somebody else's now. As the buyer put it: they were cooked without telling me they were cooked. Ed connects that to the brutal math nobody puts in front of you at closing. SRS Acquiom found that of all the earnout money that could have been paid out across a pile of recent deals, only about 21 percent actually was. One dentist hit 97 percent of her revenue targets and collected 60 percent of her earnout. Miss the line by a hair and the box stays shut, in a business you no longer control. The trap is the cruel part: the exact engine that makes the back half of your deal pay at full power is the exact thing closing is designed to switch off. This episode is about seeing that clearly before you sign, and being honest about which version of the deal you're really walking into. Inside this episode: Why the relief you feel at closing is a leading indicator your number is about to shrink The 21-cents-on-the-dollar reality of earnouts most advisors won't say to your face Why "sell, stay, and ride it out" is the riskiest plan, not the safest What founders actually want when they stop chasing top dollar The only homework that matters this week if you're 54 to 58 and quietly thinking about it Legacy lasts longer than the wire transfer. Read the structure, not the headline. This isn't legal or financial advice. Use your own counsel. Every deal is its own animal. Ed Weeks Jr. is a buy-side M&A advisor and the principal of Weeks Consulting Group. Book an introductory call: https://calendly.com/ed-edweeksjr/introductory-call
