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One-on-one leadership coaching, and what can change in the first session

What one-on-one leadership coaching is, what usually happens in a first session, what can change in it and what can't, and how to prepare for yours.

One-on-one leadership coaching is private coaching between one leader and one coach, built around that leader's situation. A good first session agrees the focus and what stays confidential, listens for the pattern behind the presenting problem, and ends with one clear next step. It can also go further, and take the emotional charge off an old pattern.

It's Sunday evening in Jumeirah, and Joanna has three pages of notes.

She's the chief operating officer of a family-owned hotel group. The founder's son became chief executive last year. He's bright, he's fifteen years younger than she is, and in front of the general managers he overrules her. When he does, she goes quiet. Then she goes back to her office and works until midnight, quietly fixing what he decided.

Tomorrow at nine she has her first one-on-one session with a leadership coach. She's written down the history, the org chart, three examples, a list of what she's tried. She's worried she'll have to tell her whole life story. She's equally worried she won't, and it'll be an hour of polite questions she could have asked herself.

What she really wants to know is simple. Can anything actually change in one hour?

What is one-on-one leadership coaching?

One-on-one leadership coaching is private coaching between one leader and one coach. It's built around the leader's real situation rather than a curriculum, it's confidential, and it moves at the leader's pace. It often runs alongside a leader's work for months, though some of what matters most can shift early.

Compared with group or team coaching, it gives you something rare at senior levels: a room where nobody needs anything from you.

If you'd like to talk through whether it's right for you before you book anyone, Sara, our veteran RS Method Master Coach, offers a free mentoring session on Zoom of 20 to 40 minutes. She'll tell you plainly whether we're the right fit. You can book it here. Or read on.

What usually happens in a first session?

Less than Joanna's three pages, and more than polite questions.

A good first session tends to do five things.

It agrees what the coaching is for. In a sentence or two, in your words. Not a list of competencies. If your company is paying, it also settles what's reported back and what isn't. If the coaching is private, it says so out loud.

It lets you describe what's happening. Not your whole life. The situation, as it stands now. A skilled coach will stop you before the history takes over, because the history isn't where the change is.

It listens for the pattern. Joanna's presenting problem is a chief executive who overrules her. The pattern might be the silence that follows. A good coach will notice where your voice changes, where you speed up, where you suddenly become very reasonable.

It goes somewhere real. A first session that stays entirely on strategy can feel productive and change nothing. At some point, it should touch the thing you were half hoping wouldn't come up.

It ends with one clear next step. One. Something you'll notice, try or stop doing before the next session.

Notice what isn't on that list. A first session isn't an assessment of whether you're a good leader, and it isn't a place to impress anyone. Leaders who are used to performing in every room often find that the hardest part: there's nobody here to perform for. Some of the most useful first sessions begin the moment a leader stops presenting the problem and simply says what it's like to live with it.

What can change in the first session, and what can't?

More than most leaders expect, and less than a miracle.

Here's what can change. In the RS Method we describe a pattern like Joanna's this way: every pattern is a thought fused to a charge. Her thought might be "if I push back on the person in charge, I'll lose my place." The charge is the weight her body put on that thought, very likely long before she had a title. Understanding argues with the thought, and Joanna already understands a great deal. Removal works on the charge itself. The memory stays. The weight goes. That can happen in a single session, and when it does, leaders often notice it first in the next hard meeting: the old silence simply doesn't arrive on cue.

Here's what can't change in one hour. Your chief executive. Your board. The family politics. A first session doesn't rewrite your organisation, and new skills, like how to disagree well in a room full of general managers, still take practice. What changes is what you bring into those rooms.

If you'd like to find out what's underneath your own version of Joanna's silence, the simplest first step is a free conversation with Sara. She'll listen, help you see what you're carrying, and tell you what can be done. You can book it here.

How should you prepare for your first session?

Put the three pages away. Use this instead. It takes about ten minutes, the night before.

  1. Write one sentence about what's wrong. Not the history. "When my CEO overrules me in public, I go silent and fix it alone afterwards."
  2. Write one sentence about what you want. Make it about you, not about anyone else changing. "I want to be able to disagree in the room."
  3. Pick one recent moment. Choose the most recent time it happened, and remember it in detail: the room, who spoke, what you felt in your body just before you went quiet.
  4. Notice what you're tempted to leave out. There's usually one detail you'd rather not mention. Write it down. You don't have to say it, but you should know it's there.
  5. Decide what's private. If the company is sponsoring the coaching, be clear in your own mind what you'd want kept between you and the coach, and ask about it at the start.

Then sleep. You don't need to perform well in a coaching session. You only need to show up as yourself.

Who is one-on-one leadership coaching right for?

It suits leaders whose difficulty is personal enough that they'd never bring it to a group. Senior people for whom there's no safe peer inside the organisation. Founders and successors in family businesses, where every colleague is also a relative or a shareholder. Leaders who've done the group programme and found that the skill works everywhere except in the one room that matters.

With us, one-on-one work means paid sessions or a package, arranged through Sara after a free first conversation, so the fit is right before anything starts.

It may not be the right first step if what you need is a team that works better together. Then team coaching is worth a look, or a custom experience for the whole team. And if you're still deciding which kind of coaching fits, our pieces on executive coaching or leadership coaching and what a leadership coaching programme covers can help.

If what you're carrying feels more like burnout, anxiety or depression, please see a doctor or a mental health professional. If you're already working with one, keep going. Nothing here replaces that.

What should your first session give you?

Whoever you choose, judge the first session by three things.

  1. Work that reaches the layer under the behaviour. You should leave having touched what drives the pattern, not only having described it. That's the layer the RS Method works on from the first session.
  2. A practitioner who can hold the room. Ask what the coach's own training asked of them personally, not only professionally. One-on-one work with us is with one of my trained RS Method Master Coaches, every one trained under one principle: the practitioner is transformed before the practitioner is trained. I also work with one-on-one clients myself, in paid sessions or a package, arranged through Sara.
  3. A clear read on fit. With us, it begins with a free conversation with Sara on Zoom. She'll find the right fit for you, a Master Coach or me, in paid sessions or a package, and she'll tell you plainly if we're not the right fit.

Our overview of leadership and executive coaching in Dubai sets out how leaders and organisations work with us, and The RS Method explains the thinking behind it.

How fast can an old pattern move once the work reaches the right layer? Sometimes very fast. For one lawyer, years of internal conflict resolved in minutes through a deep identity shift. That's one person's outcome, not a promise about yours.

If you're a leader thinking about one-on-one work, the next step is a free session with Sara. She'll match you with the right person and the right shape of work. Book it before you write another three pages of notes. Book your free session with Sara.

Robert Simic, training the next generation.

P.S. Somewhere this week there's a meeting where you'll feel the old silence rising. You don't need a plan for it yet. Just book your free session with Sara before it comes round again.

Questions

What people also ask.

01 What is one-on-one leadership coaching?

Private coaching between one leader and one coach, built around that leader's real situation rather than a curriculum. It's confidential, it moves at the leader's pace, and it can reach things a group or a company programme may not.

02 What happens in a first leadership coaching session?

A good first session usually agrees what the coaching is for and what stays confidential, gives the leader room to describe what's happening, looks for the pattern behind the presenting problem, and ends with one clear next step.

03 Can anything change in one session?

Sometimes. A first session can take the charge off an old pattern. It can't change your organisation for you, and new skills still need practice.

04 How do I start one-on-one work with you?

Through a free mentoring session on Zoom with Sara, our veteran RS Method Master Coach, which runs 20 to 40 minutes. She finds the right fit, one of Robert's trained RS Method Master Coaches or Robert himself, in paid sessions or a package, and she'll tell you plainly if we're not the right fit.

Your next step

The path into RSCI begins with a free conversation with Sara. No pitch, no pressure, no obligation. We assess fit on both sides.

Apply, speak with Sara →

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