Rodrigo Santos Andrade share

Ask Work It: How to work with a boss you can’t communicate with

visibility comment0 event January 8, 2026 timer 22:30

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There’s nothing more frustrating than leaving a meeting feeling more confused than when you walked in. What can you do when your boss often gives vague answers to your questions?

Have a work-related question to ask Gerald and Nat? Email them at [email protected]

Highlights
00:29 William struggles with his boss’ vague replies
01:18 “Feels like we speak different languages”
01:51 Bosses who withhold clarity on purpose
02:26 How to ask for clearer instructions
02:44 The power of over-communication
03:13 No one understands the boss either
03:35 Give feedback to help your boss
04:11 What if your boss avoids you?
05:56 Why bosses must adapt communication styles

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