Friday, November 13, 2026

If stopping feels like a risk instead of a rest, the business isn't the problem. Dan Sullivan's Who Not How reframe, and Kevin's own admission about struggling to say no, show owners the real fix.

Ask a business owner why they pay for a coach and most will say some version of "accountability" or "an outside perspective." Ask them how many times that coach has actually disagreed with them in the last six months, and the honest answer is often none. A widely cited meta-analysis of feedback research found that a large share of feedback given in professional settings - roughly a third by some estimates - is vague, comfortable, and does nothing to change behaviour, or actively makes performance worse. Coaching is not exempt from that pattern. A coach who agrees with everything you say is not building your confidence. They are billing you for company.

If you have searched "is a business coach worth it" or "what does a business coach do" to land here, this is the test that actually answers the question: not their qualifications, not their client list, but whether they have ever told you something you did not want to hear.

The Agreement Trap

Most coaching relationships drift toward agreement, not because coaches are dishonest, but because disagreement is uncomfortable for both sides and validation is easier to sell. A coach who challenges a client risks the relationship; a coach who nods along keeps the retainer. Over time, that incentive quietly reshapes the entire engagement into something closer to expensive company than genuine coaching.

The named enemy here is not a bad coach in the obvious sense - most are well-intentioned. It is a coaching dynamic that has slid, session by session, from "tell me the truth" to "tell me I'm doing fine," without either party noticing the moment it happened. By the time an owner notices, they have often been paying for reassurance for a year or more, mistaking a pleasant hour for a productive one.

The Pushback Test

There is a simple way to find out whether this has happened to you. It is called the Pushback Test, and it takes about five minutes to run honestly.

1. Recall your last three sessions. Write down one thing your coach disagreed with you about, or told you plainly you were wrong about, in each.

2. Notice whether the disagreement was strategic or cosmetic. Pushback on a font choice does not count. Pushback on a decision that actually mattered to your business does.

3. Ask your coach directly. "What is something I am doing right now that you think is a mistake?" Their answer, and how fast it comes, tells you more than a year of testimonials.

4. If the answer is nothing, treat that as the finding, not the reassurance. No genuine coaching relationship produces zero disagreement over months of real decisions.

"Kevin has been a game changer for us. I had tried a couple of high-profile US entrepreneur programs but found these just talked about 'mindset', whereas Kevin gives practical advice to grow your business that you can implement immediately."

- Brett Abeille

Why Owners Keep the Coach Who Never Pushes Back

Most owners who sense their coach has become a yes-man do not switch, because switching feels like admitting the last engagement failed, and because a coach who agrees with you is, in the short term, a genuinely pleasant experience. The real obstacle is that comfort and growth pull in opposite directions, and only one of them feels good in the room.

This is precisely the standard Kevin holds himself to with every client, because it is the standard he was held to across 30+ years and nine companies: the advice that made money was rarely the advice that felt comfortable to hear first. Every one of those companies had at least one moment where the right call felt wrong in the room, and the coaches or partners who said nothing were no help at all in that moment.

Run the Pushback Test This Week

  • Ask your coach the direct question: what am I doing right now that you think is a mistake
  • Time how long it takes them to answer, and how specific the answer is
  • If nothing comes to mind for either of you, treat that silence as data, not comfort

Key Takeaways

  • Recognise that agreement without challenge is not evidence of a good coaching relationship.
  • Run the Pushback Test by recalling whether real disagreement happened in your last three sessions.
  • Ask directly what your coach thinks you are currently getting wrong.
  • Treat a coach with nothing to disagree with as a warning sign, not a compliment.

If the last time your coach told you something you didn't want to hear is too long ago to remember, that's worth a conversation.

...and you become the owner who hears the truth before it costs you.

Tuesday, October 27, 2026

There's one role almost every SME owner has avoided filling for a year or more — while quietly doing it themselves instead. Here's the Who Not How framework, and the three-step test that makes the hire obvious.

Tuesday, October 27, 2026

They nodded, asked great questions, said it's exactly what they need — then disappeared. Here's why warmth isn't a buying signal, and the three-message sequence that gets stalled deals talking again.

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.

Tuesday, October 27, 2026

Nearly half of businesses miss the target they set for themselves — and it's rarely because the team didn't try hard enough. Here's the three-number check that builds a 2027 target you can actually hit.

Monday, October 26, 2026

ActionCOACH, an EOS Implementer or an independent coach? A fair, source-linked guide for US owners, with a six-question test to match the help to your biggest constraint.

Monday, October 26, 2026

Gallup's 2026 global workplace data shows manager engagement is collapsing faster than everyone else's. Here's the research-backed 3-step fix for SME owners wearing the manager hat too.

Monday, October 26, 2026

Only about a third of seasonal businesses hold enough cash to cover their leanest months before the slow season hits. Here's the ten-minute reserve check before this year's peak trade.

Monday, October 26, 2026

A well-known coaching ROI study found a $7.90 return per $1 spent. Here's an honest look at where that number comes from, and what actually transfers to an SME owner.

Monday, October 26, 2026

Only around 20% of companies complete 80% of their strategic goals, and fewer than half of employees know what's expected of them. Here's how OKRs fix that at SME scale.

Monday, October 26, 2026

Bain research shows winning a new customer can cost up to 25 times more than keeping one you already have. Here's the CLV/CAC discipline that flips where your sales effort goes.

Monday, October 26, 2026

A 2026 Gartner survey found SMEs put just 12% of marketing spend into brand-building, against the 60% long-term research recommends. Here's what that costs you eighteen months from now.

Monday, October 26, 2026

Fewer than 5% of employees understand their company's strategy well enough to act on it. Here's the one-page scorecard that fixes it, reviewed in 15 minutes a week.

Sunday, October 25, 2026

Help to Grow: Management, a peer group like Vistage, or a business coach? An honest UK comparison, with best for and not ideal if for every option.

Sunday, October 25, 2026

Free and low-cost mentoring suits some NZ owners; paid coaching suits others. Here is how to tell which fits your stage, your problem and your budget.

Sunday, October 25, 2026

Most SME owners know their follower count, not where their last ten paying customers actually came from. Here is the 2026 data on what really drives growth.