Tuesday, November 03, 2026
"I'm also talking to someone else." Most owners improvise an answer in that moment and sound like everyone else. Here's how to have the answer ready.
It's the end of a long week, and the thought that shows up isn't "how do I grow this." It's "can I actually keep doing this." If you've had that thought recently, you're far from alone — 40% of US small business owners say they've considered giving up their business entirely (Xero Emotional Tax Return 2026, via CPA Practice Advisor).
That thought isn't proof you're failing. Most of the time, it's proof you've been carrying something heavy entirely on your own for longer than anyone should.
There's a quiet idea that asking for help is something owners do once everything's already gone wrong — a last resort, an admission. It's the opposite. Asking for help, early and honestly, is what owners do to stay in the game long enough to actually build the thing they set out to build. The owners who wait until it's a crisis are the ones who run out of options.
The warning signs are usually boringly practical, not dramatic: you stop opening the P&L until the accountant chases you, you say yes to a client you'd normally turn down because you're tired of deciding, or you catch yourself hoping a problem resolves itself rather than picking up the phone. None of that means you're failing. It means you've been making every call solo for too long, and the fix is smaller than it feels from inside the week.
I've founded or co-founded nine companies. Some have been very successful. Some have been failures — real ones, the kind where you genuinely don't know if you'll keep going. My own way of putting it is: sometimes you win, sometimes you learn. My job as a coach isn't just to help you grow. It's also to help you avoid the mistakes that nearly took me out, because I've been scared about a Friday wage bill too, more than once, and I remember exactly how small the world feels when you think you're the only one who's ever felt that way.
You don't need a coach booked by tomorrow to start somewhere honest. Ask yourself this week:
"One of the highlight presentations during OMP. Really enjoyed your wisdom and insight — thanks Kevin!"
— Liz Wotherspoon, Director, The Icehouse
This isn't a pitch dressed up as empathy, and it isn't a diagnosis of what's wrong with you — exhaustion like this is common, not a character flaw, and it's worth taking seriously rather than pushing through on autopilot. It also isn't a sign you picked the wrong business or the wrong life. Plenty of owners who went on to build something they're proud of felt exactly this tired at exactly this point. If you've already got a genuine peer, co-founder or board you lean on honestly, you may not need this right now. If the honest answer to "who did I last disagree with productively" is "I can't remember," that's the gap worth closing.
You can do this. Not because it'll be easy from here — because the version of you that's been doing it entirely alone was always carrying more than it should have had to. That doesn't change overnight, but it starts changing the moment one other person is properly in the picture with you.
Kevin works personally with a select group of SME owners to build the clarity and support that make carrying this alone unnecessary — not a guarantee, just a far better way to do it.
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.
Thursday, October 29, 2026
36% of NZ SMEs use AI, but the smallest firms trail by 34 points. Here is a four-question test for choosing your first AI job, and a 30-day plan.
Thursday, October 29, 2026
Nearly half of SME owners say their business doesn't have a money problem — it has a time problem. Here's the 90-day Freedom Plan to fix it.
Thursday, October 29, 2026
A business with four equal customers loses 25% of revenue the day one leaves. Here's the customer-concentration math most SME owners never run, and three moves to fix it.
Thursday, October 29, 2026
A lot of owners try the wrong format, see no shift, and decide coaching doesn't work for them. Here's what a peer room is actually good for, what 1:1 coaching is actually good for, and a 3-check way to pick.
Thursday, October 29, 2026
HBR's review of meeting research found about 70% of meetings kept employees from the work they were meant to enable. Here's Verne Harnish's meeting rhythm, sized for an SME before year-end.
Thursday, October 29, 2026
Reps close 2.9x more deals at month-end and lose 11.4x more margin doing it, one major study found. Here's why the plan is the problem, not the rep, and three fixes.
Thursday, October 29, 2026
45% of US consumers used AI for a local business recommendation this year, up from 6% last year. Here's why schema markup won't fix your AI visibility, and what will.
Thursday, October 29, 2026
Jim Collins found that companies which broke away from average performance could name, with brutal precision, what they could be best in the world at. Here's the three-circle test and the goal that pairs with it.
Wednesday, October 28, 2026
Big-brand positioning is a decision, not a budget. Five questions, a one-sentence position and a five-touchpoint audit you can run this week.