Saturday, November 07, 2026
A volunteer mentor and a paid coach solve different problems. Here is who each suits, what each costs, and six questions that settle it.
You closed three deals this month and you still haven’t paid yourself properly. You tell yourself it’s a cash-flow timing thing, but you know, if you’re honest, that at least one of those deals cost you more in time and discounting than it ever paid back. This is a story about someone who wants more sales, but the obstacle isn’t closing more — it’s closing the right ones.
You’re far from the only owner skipping your own pay to keep the business moving. In the US, 62% of small business owners reduced or skipped their own pay at least once in the past year, and 21% did so four or more times (Bluevine, Feb–Mar 2026, 781 owners). A good chunk of that comes from deals that were never going to be profitable in the first place.
I’m not here to tell you to chase harder. I’m here to show you how to qualify before you chase at all.
Most SME sales teams are taught to pursue every lead with equal energy — follow up fast, follow up often, never let one go cold. It sounds like diligence. It’s actually how you end up quoting, discounting and delivering for people who were never going to pay properly or stay loyal, while your best-fit prospects wait in the queue behind them.
The real enemy isn’t a slow pipeline. It’s treating every enquiry as equally worth your time, when some of them are quietly the reason you can’t pay yourself.
David Sandler built an entire sales methodology on a simple reversal: instead of selling harder, you ask better questions earlier, and let the prospect sell themselves on whether they’re a fit. Sandler’s “pain funnel” means digging into the real cost of the problem before you pitch anything — if there’s no real pain and no budget to fix it, you find out in minute five, not week five.
I had a client whose hardest-won account came from exactly this kind of patience — not a pitch, a relationship. A notoriously hard-to-read agency boss and a would-be supplier found themselves talking at a field hockey match, not about the deal at all. Months of genuine rapport, built with no pressure and no agenda, did more for that contract than any proposal document ever could. By the time business came up, the trust was already there. That’s Sandler’s whole point: people buy from people who understood them first.
"Dynamic, empowering, and absolutely transformative! Kevin leaves every audience armed for victory."
— Darilyn Kane, Coaching and Advisory Lead, The Icehouse
You know some leads aren’t worth the chase. The reason you keep chasing them anyway is that saying no to revenue feels wrong when you’re worried about the gap between what’s coming in and what’s going out. Building a qualifying process you actually trust — one that lets you walk away early without the guilt — is exactly the kind of system a coach helps you build once, so you stop rebuilding your confidence every single sales call.
This isn’t for you if you’d rather keep every lead alive just in case. Sandler’s approach only pays off if you’re willing to lose the wrong deals on purpose, early, before they cost you anything.
If you’re closing deals but still not paying yourself properly, that’s a qualifying problem, not a hustle problem — and it’s fixable.
Thursday, September 17, 2026
Your five-year plan and eleven-metric dashboard weren't built for a business your size — they were borrowed from one ten times bigger. Here's the Right-Size Test to fix it.
Thursday, September 17, 2026
Boosting posts feels like marketing, but without a capture step behind it, every dollar disappears into likes. Here's the three-step Minimum Funnel that fixes it.
Thursday, September 17, 2026
Category managers don't buy on story, they buy on rate of sale and margin. Here's the Buyer-Language Pitch that gets FMCG founders ranged instead of politely declined.
Thursday, September 17, 2026
Hitting inbox zero feels like progress, but it measures responsiveness, not growth. Here's the Two-List System that separates the two and protects real progress.
Thursday, September 17, 2026
"Business coach" covers three different jobs — consultant, mentor, and coach — and most owners never diagnose which one they actually need before they buy.
Thursday, September 17, 2026
Most SME growth plans have one lever: more new customers. Here's why customer lifetime value predicts real growth better, and how to start tracking it this week.
Thursday, September 17, 2026
Small businesses are being paid 9 days late on average, and 56% are sitting on $17,500 in unpaid invoices. Here's the four-step Collection Cadence that turns chasing payments into a system.
Thursday, September 17, 2026
Adding more isn't a strategy — it's a tax on your margin and your attention. Here's the three-step audit that tells you what to cut before you try to grow.
Thursday, September 17, 2026
Winning a new customer costs five to seven times more than keeping one. Here's why most SME marketing budgets still get that backwards — and the fix.
Thursday, September 17, 2026
Your champion loves the idea — and still can't get it approved alone. Here's the multi-threading framework that stops good B2B deals dying in silence.
Thursday, September 17, 2026
If your best salesperson or only bookkeeper vanished tomorrow, would the business survive? Here's the audit that finds your hidden risk points.
Thursday, September 17, 2026
Coaching only works if you say the thing you'd rather not. Here's why the polished update is quietly wasting your sessions — and how to fix it.
Thursday, September 17, 2026
More headcount isn't the same as more growth. Here's why the fastest-scaling SMEs hire fewer, more capable people — and how to test your own team.
Thursday, September 17, 2026
NFIB's newest data shows small business profit trends falling twice as fast as sales, even as owners raise prices. Here's the three-step test to find where your margin is actually leaking.
Thursday, September 17, 2026
Most growth strategies don't fail because the market changed — they fail because nobody tested the assumptions underneath them. Here's the four-question audit that catches the weak spot before it costs you a year.