Should I stay or should I go?

It’s one of the hardest questions a leader can face.

You’re successful on paper — but something’s shifted.
The work doesn’t spark the same energy.
You’re restless. Curious. Or just… tired.

But leaving feels risky.
And staying feels stifling.

Every leader I’ve worked with hits this point eventually.
And I’ve been there myself — more than once.

Early in my career, I’d climbed fast at a top consulting firm — four promotions in seven years. But I started to feel the itch: I didn’t just want to advise businesses, I wanted to help run one.
With the support of a coach, I made the leap — taking on a senior leadership role for one of my clients. It broadened my leadership skills and changed the arc of my career.

Years later, after selling my own business, I was ready for something new. But I’d built strong relationships at the holding company I’d sold to — and there was still opportunity there.
So again, with my coach, I explored what staying could look like — and ended up pitching a new, challenging role to them that kept me growing and made a big impact. Another turning point. Another smart move.

Two opposite decisions. Different contexts.

But the same process of slowing down, digging deep, and asking the right questions.

Now, as an executive coach, I work with leaders navigating the very same fork in the road.

Sometimes the question is about a role.
Sometimes it’s about an organisation.
Sometimes it’s deeper — about their identity, purpose, or the next chapter.

So we work through it together.

We explore questions like:
- What’s driving your restlessness?
- What do you want more of — or less of — in your work?
- What would “growth” look like from here?
- What stories are you telling yourself about leaving… or staying?
- What possibilities haven’t you fully considered yet?

Then we map the options, with clear eyes and an open mind.
We assess the risks, test the assumptions, and envision what’s possible.
Not just what’s next, but what’s right.

Because when you approach a “stay or go” decision with intention, it becomes more than a fork in the road.
It becomes a lever for growth.

𝗛𝗮𝘃𝗲 𝘆𝗼𝘂 𝗳𝗮𝗰𝗲𝗱 𝗮 𝗯𝗶𝗴 “𝘀𝗵𝗼𝘂𝗹𝗱 𝗜 𝘀𝘁𝗮𝘆 𝗼𝗿 𝗴𝗼?” 𝗺𝗼𝗺𝗲𝗻𝘁 𝗶𝗻 𝘆𝗼𝘂𝗿 𝗰𝗮𝗿𝗲𝗲𝗿?
𝗪𝗵𝗮𝘁 𝗵𝗲𝗹𝗽𝗲𝗱 𝘆𝗼𝘂 𝗱𝗲𝗰𝗶𝗱𝗲?

If you’re at this point now, I’d love to support you through it.

* Image inspired by The Clash, “Shall I stay or shall I go?”,  1981.