S1 E1: "Should I tell my boss I'm looking for another job?"

Today's Question
When, if ever, is it good/OK to tell people you’re job hunting in your current place of employment? For example, is it ever a good/OK idea to: tell a friendly co-worker, either just for moral support, or to ask them to keep an eye out for opportunities, or help you brainstorm your strengths so you can position yourself well for what’s next?

What about with a superior at your current job? Is there a useful way to bring this up in the form of negotiation to get something you want at your current job? Or does it just put you at risk to let them know you’re looking elsewhere? I have been told that in the world of academia, it’s typical to tell your institution that you’ve been invited to interview elsewhere in order to renegotiate your position. But it’s hard for me to picture doing this in working environments I’ve been in.

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