Reply to Friendship issue and who pays: how to handle?

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[quote=Anonymous]I am very good friends with a woman we’ll call Jane.  We’ve been friends for several years, and in that time my personal financial situation has improved immensely while Jane’s has stayed the same - solidly MC.  Jane always puts others before her and doesn’t take a lot of time to herself.  For her birthday, I surprised her with tickets to an out of town concert (of an artist we both love).  Jane was very excited and said she’d cover the hotel. I purchased these tickets a few months ago and now the concert is right around the corner (a few weeks).

The last time we hung out, about a month ago, I offered to cover the hotel (again).  I am sincerely happy to do so and it’s no sacrifice.  Jane insisted she’d get it.  The thing is, I haven’t heard anything from her about it, and I’m starting to think I should just book it and let her know. Even though her family is probably doing okay financially, I know they have a few very pricey things coming up.  WWYD? Go ahead and book, or ask her if she’s booked it?  I take her silence to indicate it hasn’t been booked.[/quote]

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