Should You Become a Manager?

Advice for high performers in any company

Cap Watkins
5 min readAug 21, 2018
Photo by Steven Lelham on Unsplash

Since starting my own business as a leadership coach, I’ve spoken with a lot of folks who are at a crossroads in their careers. Should they become a manager, or should they continue to pursue excellence in their craft? Are those paths mutually exclusive? If not, how can they do both?

For many, this can be a very nebulous, stressful decision. There are only a few people I’ve spoken with who’ve known without a shadow of a doubt which path they wanted to take (I was not one of them, surprisingly).

After hearing from so many struggling with this decision, I’ve told each of them the same few things.

Management is like starting over completely

People nod when they hear this, but I still see so many new managers get really surprised by just how incompetent and unsure of themselves they are at first. For instance, being someone’s manager in a 1:1 is much different than being the person venting to their manager in a 1:1. Learning the ins and outs of an organization — what motivates different people, who really makes decisions on a team, who you can ally with on certain things, which team members tend to be blockers, and how to navigate them — is a huge shift from delivering a wireframe or some code. Coming…

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Cap Watkins

Leadership coach and organizational consultant at @practical_works. Prev: VP of Design@BuzzFeed. Also worked at Etsy, Amazon, and a bunch of failed startups :)