Sunday, September 06, 2026
A 2026 survey of 1,500 business owners found 32% have never taken a full week off. Kevin D'Ambros-Smith on why that's a systems problem, not dedication — and what the regret data reveals about coaching and support.
Last updated 12 November 2026. Published by Simple-Growth (Motherbase Limited). Market: United States.
Revenue's up again this year. You still don't feel any richer, and if someone asked what the business is actually worth, you'd be guessing. You want to be building something with real value, not just a job with more complexity and worse hours than the one you left. What you might actually be building is a business that only works because you personally hold it together every day — which, to anyone looking to buy it, isn't really worth very much at all.
In Cornerstone's 2025 National Study on Selling Your Business, surveying 750 US owners of privately held companies with revenue between $5 million and $100 million, 61% said they had never had their business formally valued. Most owners build for years without ever finding out what, if anything, they've actually built — until the day they need to know, which is usually the worst possible time to find out the answer is “not much without you.”
Entrepreneur and author John Warrillow studied what separates businesses that sell for a strong multiple from ones that don't, and built it into eight value drivers — among them, critically, how much the business depends on the owner personally.
Kevin has founded or co-founded nine businesses — some genuinely successful, some real failures. The lesson he takes from both kinds isn't about hustle. It's that the businesses worth something to someone else were the ones that kept running properly when he stepped back, and the failures were, more often than he'd like to admit, the ones that only ever worked because he personally held every piece of it together. Knowing the difference, he says, is exactly why his job as a coach is to help owners grow — and help them avoid the mistakes that quietly cap what they're building.
Try this test this week: pick one of the three value drivers above and score your business honestly out of ten. If “owner independence” scores low, that's not just a future exit problem — it's the reason you can't take a real holiday now, and the reason growth keeps feeling like more weight on the same person. Fixing it is the same work either way.
“Kevin is an absolute powerhouse! He doubled our business's profits in the first month alone with lots more of his recommendations still to be rolled out.”
Curtis Hacon
Give A Sh!T
Getting a real answer feels like it only matters if you're selling soon, so it's easy to put off indefinitely. This isn't for you if you've already scored well on owner-independence and recurring revenue, and you genuinely know what the business is worth — most owners haven't, and don't. For everyone else, the gap between “growing” and “valuable” is usually hiding in plain sight, in the same three or four places.
Because the same things that make it valuable to a buyer — independence from you, recurring revenue, loyal customers — are what make it less stressful and more profitable to run today.
A framework from John Warrillow scoring a business on eight value drivers, including how dependent it is on the owner, to show what actually makes it worth more.
A formal valuation or a structured value-driver assessment are the two reliable starting points; guessing from revenue alone usually isn't close.
Yes — a business that stops running properly without the owner in the room is typically worth far less to a buyer, whatever its revenue.
Source: Cornerstone, 2025 National Study on Selling Your Business, United States, 750 owners of privately held companies with $5 million to $100 million in revenue. Published by Simple-Growth (Motherbase Limited). Last updated 12 November 2026.
If you've never actually found out what your business is worth, that's a half-hour conversation, not a five-year plan.