Wedding Woes

This is why this pattern should never even start...

Dear Prudence,
I work for a small nonprofit. Our office doesn’t have a kitchen, so we have an informal series of coffee runs throughout the day. Anyone stepping out will often ask around if anybody else would like a coffee. My boss often says yes but never offers to give money for his cup of coffee. Over time, those few bucks here and there add up. How can I ask for him to pony up for his next cup? Is an offer to pick up a coffee also an offer to pay for it? Or should I just stop offering to pick up a coffee for everyone altogether and risk looking selfish?
–Steamed

Re: This is why this pattern should never even start...

  • Ask everyone but him. When he asks why you didn't get him coffee, flat out tell him that you aren't made of money and he needs to start buying his own.
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