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2026-08-26 · 6 min read

The Questions I Wish More Clients Asked Me

Malcolm Reid Sr on the questions he wishes clients asked before hiring a coach

The questions I wish more clients asked me are the ones that actually reveal fit: what is your method, what happens if it doesn't work, who is this not right for, and how will we measure results? I respect the prospects who ask them, because those questions protect everyone and they separate a serious decision from an impulsive one. Ask them of me, and ask them of any coach you consider.

"What Is Your Method?"

This is the first question I wish everyone asked. A coach worth hiring can describe exactly how they take a client from where you are to where you want to be. If the answer is vague or all motivation, that tells you something. I would rather spend the first call walking through the method than selling, because the method is the product.

"What Happens If It Doesn't Work?"

Great question, and a fair one. The honest answer involves both sides: what I commit to, and what the client has to do for it to work. Anyone who answers with a guarantee is selling; anyone who answers with a clear, shared definition of the work is being straight with you. Push on this one.

"Who Is This Not Right For?"

The coaches worth trusting can tell you exactly who they should not work with. When I answer honestly, it is often a relief to the prospect, because it proves I am diagnosing fit rather than closing a sale. A coach who claims to be right for everyone is right for no one.

"How Will We Measure Results?"

Finally, ask how success will be judged. I want that defined up front — the specific outcomes we are working toward and how we will know — because coaching should be accountable to results, not feelings. A coach who welcomes that conversation is one who expects to deliver.

Why These Questions Matter

Owners who ask these questions make better decisions and become better clients, because they enter with clear eyes and shared expectations. I never take the questions as distrust; I take them as seriousness. The right coach for you will feel the same way.

Frequently asked questions

What questions should I ask before hiring a business coach?

Ask what their method is, what happens if it doesn't work, who they are not the right fit for, and how results will be measured. Those four reveal whether a coach is diagnosing a genuine fit or just selling, and they set shared expectations that protect both sides.

What if a coach can't clearly explain their method?

Treat it as a warning sign. A coach worth hiring can describe exactly how they take a client from the current situation to the desired outcome. Vagueness or pure motivation in place of a method usually means the results are not repeatable.

Should a business coach be able to say who they're not right for?

Yes, and it is a strong positive signal. A coach who can honestly name who they should not work with is diagnosing fit rather than closing everyone, which is exactly the kind of judgment you want in someone you hire.

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