Tuesday, October 27, 2026

Most SME marketing describes the product and targets a demographic — and both miss why people actually buy. Here's the Jobs To Be Done framework, and how to find the job your business is really being hired to do.

Walk into most SME sales reviews in the final week of any month and you'll hear the same phrase: "I can get this one over the line if I knock ten percent off." It sounds like good instinct — closing the deal, hitting the number. It's usually the single most expensive habit a sales team has.

A study by InsideSales Labs, examining 9.8 million sales opportunities across 151 companies over nine quarters, found reps close 2.9 times more deals in the final days of a quarter — and lose 11.4 times more margin doing it, with win rates falling by more than 12 percentage points against the rest of the month. The researchers put the average cost to a single company at roughly $98 million a year in lost revenue. Separately, a Bessemer Venture Partners survey found 73% of SaaS executives admit to offering steeper discounts specifically toward the end of a reporting period to hit their numbers (that figure comes with no published sample size, so treat it as directional). Scale the dollar figure down to SME size and the behaviour is identical.

I've built and reviewed commission plans across nine businesses of my own and in coaching 200+ businesses one-on-one across 30+ industries. The pattern is always the same: show me a team that discounts heavily at month-end, and I'll show you a commission plan that pays the same bonus whether the deal closed at full price or twenty percent off.

The Enemy Isn't the Rep. It's the Plan You Wrote.

Most owners assume a team that discounts too much has a training problem or a confidence problem. Usually it has neither. It has a plan that pays purely on revenue booked, with no reference at all to the margin that revenue actually carries. A rep paid the same commission on a full-price deal and a heavily discounted one is behaving entirely rationally when they discount to close faster — the plan is simply telling them, in the clearest language a business ever speaks, that margin doesn't matter.

Three Changes That Fix the Incentive, Not Just the Behaviour

  • Pay on gross margin, not gross revenue. Even a simple tiered structure — full commission at list price, a reduced rate below an agreed discount floor — changes the maths on every deal a rep is about to close.
  • Set a discount floor that needs a second signature. Not a ban on discounting — a speed bump that forces a conscious decision instead of a reflex.
  • Put margin on the same weekly scoreboard as deals closed. What gets measured in public gets managed. If margin stays invisible, it stays optional.

"Kevin is an absolute powerhouse! He doubled our business's profits in the first month alone with lots more of his recommendations still to be rolled out."

— Curtis Hacon, Give A Sh!t

Why Owners Who Know This Still Haven't Fixed It

Rewriting a commission plan feels like picking a fight with the exact people responsible for this month's revenue, at the exact moment you can least afford a dip in morale. So the plan survives another quarter, and another. An outside adviser can design and defend the change without it reading as a personal attack on the team that built your current number — usually the difference between a plan that actually gets fixed and one that gets talked about for another year.

Key Takeaways

  • Treat month-end discounting as a design problem in your commission plan, not a discipline problem in your team.
  • Note that one major study found reps close 2.9x more deals and lose 11.4x more margin in the final days of a period.
  • Pay commission on margin, with a real discount floor that needs a second signature.
  • Make margin visible on the same scoreboard the team sees every week.

If your best reps are also your biggest discounters, that's not a coincidence — and it's the first thing we fix.

Sunday, September 06, 2026

A 2026 survey of 1,500 business owners found 32% have never taken a full week off. Kevin D'Ambros-Smith on why that's a systems problem, not dedication — and what the regret data reveals about coaching and support.

Sunday, September 06, 2026

Most SME growth plans have one forecast and no backup. Here's how to build a 90-day roadmap with base, stretch, and contraction scenarios — plus the trigger points that tell you when to act.

Friday, September 04, 2026

New 2026 data shows only 6% of SME owners feel ready to grow. Kevin D'Ambros-Smith breaks down why the barriers everyone blames are shared by every owner — and what actually separates the 6% who feel ready.

Friday, September 04, 2026

88% of business leaders are confident about growth in 2026 — the highest since 2019. But 74% worry about cybersecurity and only 12% plan on a rolling basis. Here's why confidence without a planning system is exposure, not readiness.

Friday, September 04, 2026

Landing the big account feels like the win that changes everything. Here's how to spot customer concentration risk before one client's decision decides your year.

Friday, September 04, 2026

"It felt useful" isn't a return on coaching. Here's how to actually measure whether a business coaching engagement is working — and what to do if it isn't.

Friday, September 04, 2026

Decision fatigue, not hours worked, is what wrecks an owner's judgment by Thursday. Here's how to batch routine decisions and protect the ones that actually need you.

Friday, September 04, 2026

The highest-probability sale in your business is sitting in your existing customer file. Here's how to systemise cross-sell and upsell instead of leaving it to chance.

Friday, September 04, 2026

Claims about your own business don't convert — customer proof does. Here's how to systemise the kind of proof that actually moves prospects, on any marketing budget.

Friday, September 04, 2026

A new 2026 survey of 1,305 owners found only 20% would trust AI alone with a major growth decision — most still want a human in the room. Here's what that, and what owners really call "winning," means for your business.

Friday, September 04, 2026

Most owners build strategy around growth targets, not whether the business would survive a buyer's due diligence. Here's why the exit-ready test is the sharpest strategy audit you're not running.

Friday, September 04, 2026

Hiring too early burns cash on capacity you don't need yet; hiring too late caps growth before anyone admits it. Here's how to time headcount off real capacity signals instead of a gut feeling.

Friday, September 04, 2026

Friends validate the decision you've already made. A good coach asks what's actually underneath it. Here's why that single question is the real value of business coaching — and why it's meant to be uncomfortable.

Friday, September 04, 2026

Constant switching between finance, sales, and operations quietly drains an SME owner's decision quality all day long. Here's how day-theming groups similar work together and ends the context-switching tax.

Friday, September 04, 2026

A single price turns every sale into a yes-or-no decision on cost alone. Here's why packaging your offer into three tiers changes the conversation, protects margin, and closes more deals without discounting.