Business
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September 15, 2026

Unsolicited Advice Isn't the Problem, Timing Is

The same advice lands as an insult or a gift depending only on when it shows up, not what it says. What that means for how you give it and how you take it.

If I'm warming up on the driving range and a buddy who's better than me says, hey, try this, I get pissed off. If a stranger says the same thing on hole three, unprompted, I take it.

Same advice. Same accuracy, probably. The only difference is when it showed up.

What makes advice land

Advice that comes wrapped in "I'm better than you, let me fix you" gets rejected on principle, even when it's correct. Advice that comes out of nowhere, no setup, no positioning, just an observation, gets heard. The content isn't what people are reacting to. They're reacting to whether the advice was trying to establish something about the relationship first.

I've watched this exact pattern in client work. Tell someone what to do before you've earned the standing to say it, and they'll resist a correct answer out of self-preservation. Wait until the moment actually calls for it, and the same answer becomes a gift.

The practical version

If you're the one giving the advice: don't announce your qualifications first. Don't ask permission to advise. Just say the thing, once, when it's relevant, and let it stand on its own. If you're right, it'll land. If you need to preface it with why you're allowed to say it, you've already lost the room.

How to Connect

Email

Send me an email—it’s the easiest way to avoid spam calls.

Text

Seems like this is the new normal. Go ahead and text—I’ll reply.

Call

If you call, I won’t answer. Leave a voicemail, I’ll get back. Thanks.