Friday, November 13, 2026
Most strategic plans don't fail because the strategy is wrong — they fail because they're too big to run. New data on 20,582 real plans shows where the cliff is, and how to fix it.
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.
Saturday, October 31, 2026
US owners lose 33 working days a year to financial worry, mostly from not knowing their numbers. Here's the 2-number Monday check that closes the gap.
Saturday, October 31, 2026
46% of NZ small business owners aren't paying themselves. Here's why that has to change, and the three moves that build it into a real habit, not a hope.
Saturday, October 31, 2026
US owners lose 22 hours a month to financial admin and 56% get blindsided by a tax surprise. Here's the E-Myth fix that gets the books off your desk for good.
Saturday, October 31, 2026
41% of US owners say the cash-flow gap between money in and bills out is their top stressor. Here's why better follow-up won't fix it, and the three moves that stop the chase before it starts.
Saturday, October 31, 2026
63% of US small businesses say word of mouth is key to new customers. Here's how to build that into a system that still works when you're not personally chasing it.
Saturday, October 31, 2026
68% of US owners have delayed a major decision purely from fear of getting it wrong. Here's the 15-minute premortem test that gets you unstuck before you spend another dollar on it.
Friday, October 30, 2026
UK SME owners now spend almost twice as long on admin as on growth, per a fresh 2026 survey. Here's the three-step Weekly Execution Audit Kevin uses to help owners flip that ratio.
Friday, October 30, 2026
Only 30% of US owners finished 2025 with profits above expectations, down from 57% the year before. Here's the real reason growing revenue stopped meaning growing margin.
Friday, October 30, 2026
43% of US owners have hidden business stress from their own family. Here's why carrying it alone is the actual problem, and why Kevin hired his own coach.
Friday, October 30, 2026
If your business stops the moment you do, the problem isn't your team. It's how many of their problems you're still quietly carrying. Here's the fix, from a 1974 HBR classic.
Friday, October 30, 2026
One client had 123 customers. Eight of them delivered 42% of total revenue. Here's the A-B-C-D grading system that tells you which customers actually matter.
Friday, October 30, 2026
Nearly three in ten US owners name unpredictable demand as a top stressor. Here's the always-on marketing system (RACE) that replaces the feast-and-famine cycle.
Friday, October 30, 2026
If a prospect asked what makes you different, could you answer in one sentence? Here's the three-question positioning map that gets you there before your next pitch.
Thursday, October 29, 2026
Most sales die at silence, not at no. Here is how to build a first AI agent for sales follow-up in five steps, with a human in charge and NZ privacy and spam rules covered.
Thursday, October 29, 2026
AI speeds up whatever you point it at. Here is how to match it to the one link in your business that is actually limiting growth, before you spend on tools.