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Letting go

The expertise that got you promoted is now holding you back

The expertise you are proudest of is the one most likely to hold you back, because it is where your hands go when you are anxious.

Bill Dickinson Bill Dickinson, D.Min., RCC 7 min read
The expertise that got you promoted is now holding you back

I will be honest that this one feels like a loss while you are inside it. At every passage you must decide, on purpose, which of your strengths you will allow to go stale. Nobody assigns it. Nobody thanks you for it. And it is where capable people get stuck for years.

The expertise you are proudest of is the one most likely to hold you back, because it is where your hands go when you are anxious.

The compliment that becomes a ceiling

The technical expertise you are proud of can become your largest liability at VP level if you cannot stop diving into the details. The hands-on style everyone praises is often the thing preventing your managers from becoming leaders themselves. Both of those are compliments today and ceilings tomorrow.

The ledger

It helps to see the exchange written down, because each line is a real trade rather than a slogan.

Put this downPick this up
Being the smartest person in the roomBeing the person who makes the room smarter
Personal output as the measure of your worthWhat your people can do because of you
Solving the problemBuilding the problem solver
Giving answersAsking the question that makes them think
Being neededBeing trusted
Depth inside your functionRange across the enterprise
Being present in every decisionBeing selective, so others earn your time
Credibility resting on your expertiseCredibility resting on your judgment

The three habits that cost the most

Being the answer. Good managers jump in. It feels like service and it reads as competence. It also creates dependency instead of capability. Managers create heroes. Leaders build future leaders, and you cannot do both from the same chair.

Being needed. The pull of being indispensable is an emotional one, and I say that with some sympathy, because I have felt it myself. Strategically it works against you. If the work cannot run without you, you cannot be promoted out of it. Being indispensable in your current role is the most reliable way to stay in it.

Being right in the room. At Director level, being right is the job. At VP level, being right at your peers' expense costs you the alliances that make the next seat possible. Enterprise credibility is built by being useful to people who do not report to you.

Being indispensable in your current role is the most reliable way to stay in it.

How to actually do it

Name it out loud. I am no longer the person who reviews every deck. Said in public, it binds you and it releases them.Give the work a named owner on the same day, or it comes back to you by default.Put your calendar through one test. Does it still reflect the activities, information flow and ownership of the role you just left?Expect a quarter of feeling less useful. That feeling is the crossing, not a warning.

How you know you have it

There is something you used to be the best at that you are now merely competent at, and you are at peace with it. That sentence is the whole practice. Most leaders can name the skill. Very few can say the second half honestly.

Four things to hold
01The strength you are proudest of is where your hands go when you are anxious.
02Each line of the ledger is a real trade, not a slogan. Read it against last quarter.
03Being the answer, being needed and being right are the three most expensive habits at this altitude.
04You have it when something you used to be best at is now merely competent, and you are at peace with it.
Bill Dickinson Bill Dickinson, D.Min., RCC Founder and Managing Partner, C3 Leadership

Thirty-five years spent alongside leaders in hard moments, first as a pastor and now as an executive coach. Author of Optimizing Self, second edition, September 2026.

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