Tuesday, November 03, 2026
You've run the numbers four times and still haven't decided. It's not the decision that's the problem — it's that you're making it with no one to pressure-test your thinking.
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.
Thursday, October 22, 2026
Roughly one in four founders report loneliness and isolation running their business. Here's what a coach actually does differently, and why the first session is rarely about strategy.
Thursday, October 22, 2026
NZ small business sales rose 8.6 percent this quarter, but growth ranged from 2.9 to 16.3 percent by industry. Here's the three-number check that tells you whether your growth is actually yours.
Thursday, October 22, 2026
Only 30 percent of business change efforts fully succeed. Here's the three-part diagnosis, borrowed from strategy academic Richard Rumelt, most owners skip before fixing anything.
Thursday, October 22, 2026
Close to six in ten of this year's US holiday shoppers are already buying, in October or year-round. Here are three sales moves to make this week before Black Friday arrives.
Thursday, October 22, 2026
77.6 percent of US consumers used AI to help with a purchase decision in the past six months. Here are three moves that make your small business visible when customers ask AI about you.
Thursday, October 22, 2026
54 percent of US business owners have no real plan, and only 11 percent have anything detailed. Here's the one-afternoon exercise that gives your business a sharper three-year direction than any spreadsheet.
Wednesday, October 21, 2026
Before you spend another dollar on ads, staff or software, find the one step that limits your growth. Here is a one-hour spend-gate test you can run this week.
Wednesday, October 21, 2026
ActionCOACH began in Brisbane, Australia. What does its story tell US owners about where good growth ideas come from, and how to test an outside idea in your own business?
Wednesday, October 21, 2026
SME owner confidence is climbing, but for most, revenue isn't following. Here's why time isn't your real constraint, and the three-step framework that finds the one that is.
Wednesday, October 21, 2026
49% of business owners question monthly whether running the business is worth it, a US survey found. Here's what changes when someone else is asking that question with you.
Wednesday, October 21, 2026
Nearly half of NZ SME owners are planning Christmas trading changes, MYOB research found, and most of it is a discount. Here's how to build memory before you build the offer.
Wednesday, October 21, 2026
46% of New Zealand business owners aren't paying themselves, Xero research found. Here's the Profit First fix that changes the order money moves through your business, not the hours you work.
Wednesday, October 21, 2026
The share of businesses reporting serious dead stock has doubled since 2024, new research found. Here's why rising revenue can still mean tightening cash, and the three numbers that catch it early.
Wednesday, October 21, 2026
42% of business owners named efficiency their top 2026 priority, a US survey found. Here's Michalowicz's Clockwork system for building a business that doesn't need you in every decision.
Wednesday, October 21, 2026
B2B win rates fell to 19-21% in 2025. Here's why a quiet Q4 pipeline is usually a budget deadline in disguise, and the three moves that use it instead of waiting for January.