coworker’s expensive wedding registry, how can I help my heartbroken boss, and more

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It’s five answers to five questions. Here we go…

1. My boss wants us to buy a colleague expensive gifts from her wedding registry

I generally know your feelings on this, but I’ve got another question about gifts flowing upwards. One of our senior level executives, Sansa, is getting married in a few months. Sansa is a dream to work for, and I have no qualms about her whatsoever.

Our office manager (and my direct boss) Arya has decided to do something nice for Sansa. Arya sent an email to

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