How to coach your people: mindset, goals, and key skills

Executive overview

Most leaders manage when they should be coaching. The distinction matters: management fixes rule violations; coaching addresses development issues — how someone thinks about their role, not just what they do.

Effective coaching requires setting a clear goal, committing to it over time, and radically shifting mindset away from personal investment in the outcome. The two core skills are perspective-taking and earning the right to advise before offering it.

Good coaching means standing shoulder-to-shoulder with someone, seeing what they see, before asking them to turn around.

Coaching vs. management: the key distinction

  • Management handles rule or policy violations — tell the person, reach agreement, move on.
  • Coaching addresses development issues: a recurring pattern, a wrong mental model, or a mindset that needs to shift.
  • If someone has probably heard the feedback before and still hasn't changed, it's a coaching issue.
  • Coaching takes time by design — it is not a one-time conversation.

Setting goals before you start

  • Define the goal clearly in your own head before opening the conversation.
  • Make it specific and measurable: think "what would this look like on video?"
  • Frame goals as observable behaviour, not abstract labels ("respectful behaviour" is not enough).
  • Set an explicit time horizon — e.g. "between now and your next performance review."
  • Anchoring to the performance review signals duration and stakes without ambiguity.

The mindset shift: it's not about you

  • The biggest obstacle is the leader's own investment in the outcome.
  • When you need them to succeed because it reflects on you, you stop coaching and start persuading.
  • Persuasion is not coaching — it may produce intellectual agreement, but not lasting change.
  • Detachment is a skill: remind yourself that their development may or may not succeed, and that is not a reflection on you.
  • Two images that help maintain neutrality:
    • Julia and the animals — approach like a patient observer focused entirely on the other creature; read receptivity before moving forward; some people need sessions before they're ready.
    • The coastal plain and the forest — two people at the same spot can see completely different things; your job is to turn and look at what they see before asking them to look at yours.

Letting them go first

  • Once you've set the goal and described the video, stop talking.
  • Ask a neutral open-ended question — not "what do you think about that?" (which asks them to comment on your feedback), but "what does all that sound like to you?"
  • The neutral question gives them full latitude; it's not still about you.
  • Then listen — for five, ten minutes, or several sessions if needed.
  • You do not need to fill silence with expertise. You have already delivered the goal and the picture.

Earning the right to advise

  • You earn the right to give advice only after you can genuinely see the issue from their perspective.
  • Until then, keep asking questions: "That's interesting — tell me more about that."
  • The shift happens when you can sit shoulder-to-shoulder looking at the same scene, not facing them from the opposite direction.
  • Once you're there, you can share your view — not as a correction, but as something you'd like to show them: "There's actually a forest behind us. I'd love to show it to you."
  • Denying their perspective ("you don't understand") breaks the coaching relationship immediately.

Practical application for time-pressed leaders

  • Block a recurring slot — coaching doesn't require long sessions, but it does require regularity.
  • A single goal per person per cycle keeps it tractable.
  • Resistance and debate in early sessions is normal; it signals the person isn't ready yet, not that coaching has failed.
  • Leaders who are highly results-oriented will find patience difficult — that's the work.
  • The payoff: people who remember a great coach do so 15–20 years later; it's rare precisely because it's hard.

More like this — when you're ready for early access.

Join the waitlist for a personal account and content recommendations based on what you're working on.

No spam. Unsubscribe at any time.

You're on the list. We'll be in touch before launch.

Get early access to the full library.

Join the waitlist for a personal account and content recommendations based on what you're working on.

No spam. Unsubscribe at any time.

You're on the list. We'll be in touch before launch.

Be among the first to get personalised recommendations tailored to your stage in business.

No spam.

You're on the list. We'll be in touch before launch.

Be among the first to get personalised recommendations tailored to your stage in business.

No spam.

You're on the list. We'll be in touch before launch.