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When do you know it's time to move on versus digging in and trying to shape an org or a role the way you want it?

Jason Lyman
Customer.io Chief Marketing OfficerMay 30

Career development is not a ladder but a winding path so there is never a clear cut answer that I can share. However, I tend to push people to answer the following questions when deciding whether to stay or move on from a role:

  • Am I challenged in my current role and still learning new things?

  • Am I happy working in my current role? 


If you answer “yes” to these questions, I would lean toward staying in your current role because it means that you will continue to grow professionally and it is a good environment for you. 


If you answer “no” to any of these questions, it tends to mean that you are potentially ready for that next challenge.  

487 Views
Alina Fu
Microsoft Director, Copilot for Microsoft 365January 25

You move on.

If you haven’t found success or there isn’t a concrete plan to change things it sounds like you have outgrown the role/team/company. It could be for a variety of reasons, some of which are outside of your manager’s control. There may also be a disconnect between your vision of the ideal role and what the organization needs at the moment. 

I would ask myself - if this isn't what I want to do, is it worth sticking around?

1209 Views
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