Wednesday, October 28, 2026
Most small business owners already believe AI works, but barely one in ten has invested in using it properly. Here is the simple ladder for turning casual AI use into real, compounding productivity gains.
It's 11pm on a Thursday and the decision is still sitting open on your laptop. Hire the second salesperson, or not. Sign the five-year lease, or wait another quarter. Finally let go of the client who pays late and shouts first. You've run the numbers four times and you still haven't clicked save.
If you're stuck on a decision like that, the fastest way through it isn't more analysis. It's a fifteen-minute exercise called a premortem, run before you commit, not after you're already regretting it.
Nine times out of ten, what looks like "I need more information" is actually "I'm scared of being wrong, and gathering data feels safer than deciding." You're not lazy and you're not indecisive. You're human, and you're about to make the decision anyway — this just makes sure you make it with your eyes open.
Here's the villain, and it isn't you: the idea that a confident owner decides fast and a careful one decides slow, so if you're stuck, something's wrong with you. That's backwards. A 2026 Bluevine survey of US small business owners found 68% had delayed or avoided a major decision — hiring, expanding, a big commitment — specifically from fear of getting it wrong. You are nowhere near alone on that laptop at 11pm.
I used to do this with words instead of business decisions. Early on I'd redraft the same email a dozen times before sending it, chasing a version with no risk in it. It doesn't exist. The work doesn't improve in your head — it improves once it's out in the world and you can react to what actually happens. The lesson cost me time I didn't get back: it can't work for you until it's in the public domain. A decision is the same. The fear doesn't go away before you decide. You decide, and then you deal with what the fear was actually pointing at.
Psychologist Gary Klein published a simple fix for this in the Harvard Business Review back in 2007, called a project premortem. Instead of asking "what could go wrong?" — which your brain will wave off with "it'll probably be fine" — you assume the decision has already failed, a year from now, and work backwards from there. It feels uncomfortable. That discomfort is the whole point; it's what gets the real risks out of your gut and onto paper.
"Kevin's knowledge and intellect on all things business — no matter what industry it is — he just seems to find gems that you can focus on. I catch up with Kevin once a week and it is definitely the highlight of my week. He just sees different opportunities so clearly. I would not have considered the B2C market as an opportunity before working with Kevin and now it is a major focus for us. He has opened up so many new opportunities for us."
— John Roberts, Co-owner and COO, Oragene
You can do a premortem solo, and it's worth doing even then. But the real gap isn't the framework — it's that most owners run it once, in their own head, with their own blind spots doing the marking. You already know the two or three risks you're quietly hoping nobody asks about. That's exactly where an outside pair of eyes earns its keep: someone who's sat across the table from a hundred decisions like yours and will ask the question you're avoiding, not just nod along with the plan you've already half-decided on.
This isn't for you if what you actually want is someone to make the call for you, or tell you the "right" answer exists and you just haven't found it yet. It doesn't. What you can get is a sharper, faster, better-tested version of your own judgement — which, once you trust it, is worth more than a hundred more hours of research ever will be.
You already know more about this decision than anyone else in the room. The premortem doesn't hand you certainty — nobody can promise you that. It hands you clarity, and clarity is what turns a decision you've been dreading into one you're actually ready to make.
If the big decision has been sitting open on your laptop for weeks, that's the conversation to have before you spend another dollar on it.
Wednesday, September 09, 2026
Most business owners survive the slow season and wait for trading to pick up. The ones who grow fastest use the quiet to fix last peak's bottlenecks, cross-train their teams, and renegotiate supplier terms.
Wednesday, September 09, 2026
When coaching starts feeling comfortable, most owners think they've outgrown their coach. Usually they've just outgrown the scope. Here's how the Scope Reset Conversation keeps a great coaching relationship producing great results.
Wednesday, September 09, 2026
At five people, the founder is the system. At twelve, that system breaks. The Ten-Employee Wall is a predictable structural failure — and here's the Systems Reset framework that gets you through it.
Wednesday, September 09, 2026
January is the hardest month to sell in — and the work that prevents the January gap needed to start in September. Here's the 90-Day Pipeline Bridge framework that fills the gap before it opens.
Wednesday, September 09, 2026
Category managers at major retailers are making their Q1 2027 ranging decisions right now. Most FMCG founders find out too late. Here's the Buyer-Ready Proof Pack framework that gets you into the conversation.
Wednesday, September 09, 2026
Most businesses plan for Q4 in January — after it's already over. The owners who consistently outperform their peers write their Q4 plan in September, while there's still time to act on what they find.
Wednesday, September 09, 2026
A new survey shows the average small business owner is running five jobs at once — and burning 200+ hours a year proving it. Here's the two-hat framework that gets your time back within 90 days.
Tuesday, September 08, 2026
New 2026 consumer data shows most shoppers are value-seekers, not bargain hunters — yet 95% still rate brand trust as important. Here's the six-point test your FMCG brand must pass to earn the sale without discounting.
Tuesday, September 08, 2026
New 2026 grocery data shows branded FMCG products are being promoted twice as often as private label — and still losing share and loyalty. Kevin D'Ambros-Smith on why discounting harder is the wrong fix, and what pricing architecture looks like instead.
Monday, September 07, 2026
A 2026 Fed survey of 6,525 small businesses found owner confidence at a 6-year low — while actual revenue, employment and profitability held steady. Why the gap, not the economy, is the real risk for SME and FMCG owners.
Sunday, September 06, 2026
Burst campaigns reset to zero every time. Here's why a sustainable weekly cadence beats an intense one-month push, and how to protect it through the slow months.
Sunday, September 06, 2026
Most SME sales forecasts are built by adding up pipeline value — and it's almost always wrong. Here's how exit criteria, deal age, and weighted forecasting fix it.
Sunday, September 06, 2026
Most of what fills an owner's calendar isn't driving results. Here's how to run a structured 80/20 audit that identifies the real 20% — and what to do with the rest.
Sunday, September 06, 2026
One-on-one coaching diagnoses and designs strategy. A peer accountability group enforces it. Here's why the combination produces follow-through that neither achieves alone.
Sunday, September 06, 2026
Organic growth isn't the only path. Here's how well-chosen SME acquisitions can compress years of growth into one transaction — and where most owners get the due diligence wrong.