If you’re inside one that’s draining you, here’s the short version of what I’d suggest you do:
Diagnose what you’re actually dealing with. A working-style clash (“they want detail, I want speed”) is not the same as a values clash. One you can navigate. The other, you may need to decide about. Treating them as the same problem keeps you stuck.
Decode what’s driving the behavior. Ask, plainly: “What does success look like to you on this?” Then keep asking until it’s specific. Often “I want more initiative” turns out to mean “I want a weekly update so I’m never caught off guard” — and the friction disappears almost overnight.
Decide your path — and yes, leaving is one of them. Adapt. Set a boundary. Escalate. Or exit. Sometimes you’ll find you can make it work, and you simply don’t want to pay the price.
And if you’re the leader reading this, if you feel that company culture is clear and supportive of growth, it’s not always like that for your team members. Ask them if they get the flexibility and recognition they need.
I went deeper into the difficult-boss side of this for the Forbes Coaches Council—the full Diagnose, Decode, Decide framework, including the part most “managing up” advice skips.
See you next week.
Daria
P.S. Got a friend grinding through a tough boss situation? Forward this to them. Sometimes it helps to know there’s a third option.