Friday, November 13, 2026
If stopping feels like a risk instead of a rest, the business isn't the problem. Dan Sullivan's Who Not How reframe, and Kevin's own admission about struggling to say no, show owners the real fix.
Ask any business coach if they're the right fit for you, and almost all of them will say yes. That's the problem. A coach with an empty calendar and a mortgage to pay has every incentive to say yes to anyone who can afford them, which tells you nothing about whether they're actually right for your business.
The real test of a good coach isn't whether they'll take you on. It's whether they'd ever say no. A coach who has never turned down a prospective client, or never ended an engagement that wasn't working, isn't selective, they're just busy.
Before you sign with anyone, ask the question almost nobody asks: what kind of client do you turn away?
The coaching industry has a structural incentive problem: most coaches are paid to have clients, not to have the right clients. That pushes many toward a one-size-fits-all pitch, the same framework, the same promises, applied to a retail founder, a professional services partner, and a manufacturing owner alike. Meta-analyses in coaching psychology consistently point to the working relationship between coach and client, not the specific framework used, as one of the strongest predictors of whether coaching actually changes outcomes. A framework applied to the wrong fit rarely works, no matter how good the framework is.
Named plainly: the enemy is the coach who sells fit instead of assessing it.
1. Ask what they'd say no to. A coach who can describe, specifically, the kind of business or owner they're not right for is telling you they've actually thought about fit.
2. Ask for the uncomfortable question. Request a call where they push back on something in your business, before you've paid them a dollar. You'll learn more from their pushback than their pitch.
3. Check the operator test. Have they actually built or run something, or only studied and taught it? Both have value; know which one you're hiring.
4. Ask how they end a mismatch. A coach with a clear, respectful process for ending an engagement that isn't working is more trustworthy than one who's never had to.
5. Watch what they measure. A coach focused on your calendar time with them, rather than your business results without them, has the incentives backwards.
“One of the highlight presentations during OMP. Really enjoyed your wisdom and insight, thanks Kevin!”
— Liz Wotherspoon, Director, The Icehouse
Most owners are so relieved to find someone who says the right things in a sales call that they skip the vetting entirely, especially after a bad experience with a coach who talked mindset and delivered nothing practical. The obstacle isn't a lack of good coaches; it's that the burden of screening for fit has been left entirely on the business owner, who's rarely done it before and doesn't know what to ask.
Kevin works personally with a select group of SME owners specifically because fit determines results, and turns away engagements where it isn't there, which is exactly the standard this question is designed to test for.
Kevin works personally with a select group of SME owners, here's how to find out if that's the right fit for you.
...and you become the owner who chooses a coach on fit, not on a good sales call.
Tuesday, October 27, 2026
There's one role almost every SME owner has avoided filling for a year or more — while quietly doing it themselves instead. Here's the Who Not How framework, and the three-step test that makes the hire obvious.
Tuesday, October 27, 2026
They nodded, asked great questions, said it's exactly what they need — then disappeared. Here's why warmth isn't a buying signal, and the three-message sequence that gets stalled deals talking again.
Tuesday, October 27, 2026
Most SME marketing describes the product and targets a demographic — and both miss why people actually buy. Here's the Jobs To Be Done framework, and how to find the job your business is really being hired to do.
Tuesday, October 27, 2026
Nearly half of businesses miss the target they set for themselves — and it's rarely because the team didn't try hard enough. Here's the three-number check that builds a 2027 target you can actually hit.
Monday, October 26, 2026
ActionCOACH, an EOS Implementer or an independent coach? A fair, source-linked guide for US owners, with a six-question test to match the help to your biggest constraint.
Monday, October 26, 2026
Gallup's 2026 global workplace data shows manager engagement is collapsing faster than everyone else's. Here's the research-backed 3-step fix for SME owners wearing the manager hat too.
Monday, October 26, 2026
Only about a third of seasonal businesses hold enough cash to cover their leanest months before the slow season hits. Here's the ten-minute reserve check before this year's peak trade.
Monday, October 26, 2026
A well-known coaching ROI study found a $7.90 return per $1 spent. Here's an honest look at where that number comes from, and what actually transfers to an SME owner.
Monday, October 26, 2026
Only around 20% of companies complete 80% of their strategic goals, and fewer than half of employees know what's expected of them. Here's how OKRs fix that at SME scale.
Monday, October 26, 2026
Bain research shows winning a new customer can cost up to 25 times more than keeping one you already have. Here's the CLV/CAC discipline that flips where your sales effort goes.
Monday, October 26, 2026
A 2026 Gartner survey found SMEs put just 12% of marketing spend into brand-building, against the 60% long-term research recommends. Here's what that costs you eighteen months from now.
Monday, October 26, 2026
Fewer than 5% of employees understand their company's strategy well enough to act on it. Here's the one-page scorecard that fixes it, reviewed in 15 minutes a week.
Sunday, October 25, 2026
Help to Grow: Management, a peer group like Vistage, or a business coach? An honest UK comparison, with best for and not ideal if for every option.
Sunday, October 25, 2026
Free and low-cost mentoring suits some NZ owners; paid coaching suits others. Here is how to tell which fits your stage, your problem and your budget.
Sunday, October 25, 2026
Most SME owners know their follower count, not where their last ten paying customers actually came from. Here is the 2026 data on what really drives growth.