Dear Annie: Planning a destination birthday trip

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Dear Annie: Planning a destination birthday trip
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A reader asks for advice on planning a destination birthday trip with friends.

I recently started planning a joint destination birthday celebration with a dear friend. There are a few other women invited to join us in celebrating a milestone birthday. We are very much looking forward to it and have been talking about it for a few years.

Since I booked it, I messaged the group and asked each person to reimburse me their share. But there have been a few who said things like, “Money is a little tight right now, can I send it next month?” I’m afraid they won’t take me up on this and will just fight me on it. I also feel bad I didn’t just offer this from the beginning.

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