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On emerging leadersJune 2026 · 6 min read

You've earned it. Now ask for it.

How to walk into your next pay or promotion conversation with something to say and the confidence to say it.

Most people know, somewhere beneath the surface, that they're not asking for what they actually want at work. They're waiting for someone to notice. Hoping the next review will be the one where it's finally acknowledged. Telling themselves that doing good work should be enough.

It's rarely enough. And the cost of not asking compounds over years in ways that are easy to underestimate until you do the maths.

Why it feels so hard to talk about what you want

The reasons people stay quiet are rarely about not knowing their own worth. More often they can't quite articulate the case for themselves. They struggle to see, clearly and objectively, the impact of what they've actually done. Or they can see it, they just feel icky talking about it.

Icky. It's the word that comes up more than any other. There's something about money and self-promotion that feels uncomfortably close to boasting, to valuing yourself in a way that might make other people uncomfortable. For many people, especially those who've been told to keep their head down and let the work speak for itself, asking for more can feel like a personality change they didn't sign up for.

Imposter syndrome doesn't help. The internal voice that asks who do you think you are gets loudest precisely when you're about to do something that requires believing in yourself.

Research on self-promotion and social identity shows this discomfort isn't a personal quirk. It's deeply conditioned. Many people have spent years internalising messages about what it looks like to advocate for yourself, and those messages don't disappear just because the annual review is coming up.

What happened when my client prepared properly

A client came to me ahead of her annual review. She knew what she wanted from the conversation. She also felt under-confident, uncomfortable, and had no idea how to put it into words.

We started at the beginning: what did she actually want? Not a vague sense of more, but specifically what she was hoping to walk away with. She said it out loud. Then we sat with what it would actually mean for her work and her life if she got it. That step, the vividness of the outcome, really matters. It shifts the conversation from an abstract negotiation to something personal and worth fighting for.

Then we flipped perspective. What would her boss want to know? What was he weighing up? She realised he wouldn't have all the information he needed to make the case for her unless she actually gave it to him. Her impact, her contributions, the value she'd created, none of that was visible unless she made it visible. The conversation stopped feeling like asking for a favour and started feeling like a briefing.

Then we got practical. What would get in her way in the room? She knew she spoke quickly when nervous. She knew certain questions would throw her. We worked through those scenarios and put plans in place: what she'd do in the moment, how she'd reset if she lost her thread, how she'd handle pushback without caving.

She left with a prep list and a clear shape for what she wanted to say. Not a script. A story she could tell with confidence because it was hers.

Why this approach works

What we did in that session follows a well-evidenced structure. Pairing vivid outcome visualisation with honest identification of internal obstacles and a concrete plan for each one is the basis of Gabrielle Oettingen's WOOP model. The research behind it shows that imagining success alone can actually reduce motivation, the brain partially experiences the imagined reward as real. Pairing it with a clear-eyed look at what's likely to get in the way is what produces action.

The perspective shift, thinking through the conversation from the other person's point of view actually reduces self-focused anxiety and improves how you communicate. You stop performing and start connecting.

Preparing for the physical symptoms of nerves and having a plan for managing them in the moment draws on somatic and cognitive approaches to performance under pressure. You can't always stop the nerves. You can stop them from running the show.

The mindset shift that changes everything

Your boss is not uncomfortable talking about money. They talk about budgets, financial performance and resource allocation regularly. The discomfort is yours, not theirs.

When you decouple the ask from your feelings about self-worth, something opens up. You can look at your contributions as evidence rather than as bragging. You can see that making the case for yourself is actually useful information for the person on the other side of the table.

What you need to feel confident walking into the room is different for everyone. Some people need a list of achievements. Others need to manage the physical experience of nerves first. Others need a clear picture of who they want to be in that conversation, the version of themselves that's calm, prepared, and knows their worth.

There's no one-size-fits-all script. There's just you, your story, and the room you're about to walk into.

Written by Jennifer Tennant · Unjam

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