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Re:Ask HN: Our first employee decided to leave. What should ... by JSeymourATL on Monday February 13, 2017 @04:21PM (#13638886)
Ask him to create a detailed transition document for anyone else taking over his projects. List out any helpful tools, tricks, processes to get the job done.

Assuming that you need to back-fill this position, it might be worth asking him a professional referral. Who do you know that would be an ideal match for this role?

Finally, if he's amenable and there's good tonality-- a fair/favorable review on Glassdoor.

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