I’m getting tired of financially helping an immediate family member of mine but I have no
idea how to address it. Any and all tips through this inevitably awkward conversation
would be greatly appreciated!

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You just have to be honest. It's never going to be an easy conversation and the longer you string it along, the shared it will be to get out of it.

Yeah, you just have to be straight up with folks and be very definitive about what you're comfortable and nor comfortable doing

Is this a close family member?

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