July 8, 2026

A senior leader recently asked me a question many of us face at some point in our careers.
“I have two great opportunities. One comes with a bigger title and compensation. The other feels like it will stretch me in ways I can’t quite explain. How do I know which one is right?”
It sounds like a career question.
In reality, it rarely is.
We spent very little time discussing salary, title, or brand. Instead, we explored a different question:
That changed the conversation.
After coaching hundreds of professionals through career transitions, I’ve noticed that the decisions people remember most aren’t the ones that looked best on paper. They’re the ones that changed how they thought, led, and saw themselves.
When I later came across the work of leadership scholar Herminia Ibarra, it gave language to what I had been seeing in coaching for years. Leadership transitions aren’t simply about moving into bigger roles; they’re about developing a new professional identity.
Early in our careers, success comes from building expertise. Over time, that expertise creates opportunities, a promotion, a bigger team, a new function, or an international move.
Ironically, this is where decision-making becomes harder. Not because there aren’t enough opportunities, but because there are several good ones.
Most of us compare what’s visible: salary, title, brand, and scope.
Important? Absolutely.
Transformational? Not necessarily.
One of Herminia Ibarra’s most influential ideas is that we don’t think our way into a new identity; we act our way into it.
In coaching, I’ve found the same pattern. Leaders often wait to feel confident before making a bold move. More often than not, confidence follows the decision. It grows as we step into experiences that stretch us.
That’s why the most consequential career decisions aren’t made between a good opportunity and a bad one.
They’re made between a successful past and a different future.
The leader I mentioned earlier eventually stopped comparing the two roles.
Instead, he imagined the leader that each opportunity required him to become.
Neither option was wrong. But only one demanded a new way of leading.
He accepted the second role. Months later, he told me,
“The biggest change wasn’t the job. It was how I started thinking.”
That’s what transformational career decisions do.
They don’t just change your role. They expand your capacity.
When clients are weighing major career decisions, I encourage them to ask four questions.
1. Will this role stretch my identity, not only my responsibilities?
2. What capabilities will I build that will still matter five years from now?
3. What will I need to let go of to succeed here?
4. Does this move align with the leader I’m becoming, not just the role I’m leaving?
Before making your next career decision, pause and ask yourself:
Those questions may not make the decision easier.
But they will almost certainly make it clearer.
Because the best career decisions don’t simply change where you work.
They change the leader you become.
If this article has prompted you to think differently about your own career, I’d love to invite you to experience executive coaching firsthand.
This summer, I’m offering Passion Wheel subscribers a complimentary two-step coaching experience.
If you’re a mid- or senior-level leader exploring what’s next, simply reply to this newsletter with “Summer Coaching”. I’d be delighted to support your journey.