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Comment on Ask HN: A colleague is leaving. How to investigate what went wrong?

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To answer the last question, management needs to regularly have one-on-ones with engineers.

A lot of one-on-ones are done wrong. 80% of the talking should come from the employee not the manager. Ask them what they want, where they want their career to go, what anxieties/insecurities/discomfort they have with the company and what they're working on, what needs to be moved out of the way.

To answer the first question, this is what needs to happen. Just listen to them. Don't come in with a list of questions.

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