I think there's a right to be a little skeptical if there's a noteworthy past of dishonesty. Maybe you could express that you're a bit doubtful just because of the past, and that you want to go about addressing all financial problems together?
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Honestly, even if I try to trust them again, I would find it really difficult. Trust is very hard to mend.
It's difficult to do that. Pero you have to help him correct his mistake. After all, you're ONE.