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.

It's 9pm and you're still working the phone. Another follow-up text, another "just checking in," another deal that needs one more push to close. You tell yourself the hustle is the job. Some nights you wonder if you can keep doing this.

Before you add another hour to the chase, ask a harder question: is the offer doing any of the selling, or is it all you?

Nine companies founded or co-founded, some very successful and some outright failures, taught me the same lesson about sales every time: an owner who has to personally convince every customer doesn't have a sales process. They have a treadmill.

The enemy is "sales is a hustle"

The advice everywhere says the same thing: more calls, more hours, more follow-up, more grit. Nobody tells you that if every deal needs your personal persuasion to close, the problem isn't your effort — it's what you're selling and how. Hustle papers over a weak offer. It never fixes one.

Fix the offer, not the chase

Alex Hormozi's Value Equation gives this a shape you can actually work with: value equals the dream outcome times the likelihood of achieving it, divided by the time it takes and the effort and sacrifice required. Every "almost closed" deal you're chasing right now is weak on one of those four. Chasing harder doesn't fix the equation. Changing it does.

  • Raise the likelihood — proof, guarantees, a smaller first step, so belief doesn't rest on your charm alone.
  • Shrink the time and effort — anything that delays the outcome or adds hassle is a reason a prospect goes quiet, not a reason to follow up again.
  • Make the dream outcome specific — vague benefits need a salesperson to translate them; a specific one sells itself.

I've built nine companies, and not all of them worked. The ones that struggled always had the same tell: I was the offer. The moment I stepped back, sales slowed, because nothing about what we sold made the decision easy without me in the room. The businesses that grew without burning me out were the ones where the offer did that work instead.

"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 this gets missed

Fixing an offer feels slower than making one more call, so exhausted owners keep calling instead. It's the wrong trade. An hour spent tightening the guarantee, the proof or the first step pays out on every deal after it; an hour spent chasing pays out once, if you're lucky, and leaves you exactly as tired tomorrow.

This isn't for you if you'd rather keep perfecting your pitch than look honestly at what you're pitching.

Key takeaways

  • Stop chasing harder on a weak offer — it just delays noticing it's weak.
  • Use the Value Equation to find which lever — likelihood, time, effort or the outcome itself — is actually stuck.
  • Specify the outcome — a specific one sells itself; a vague one needs you in every room.
  • Build the selling into the offer, not into the hustle, if you want growth that doesn't burn you out.

If you're exhausted from chasing and the close rate still isn't moving, the fix usually isn't more hustle.

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.