Questions about dating someone after bankruptcy

[mswren]

Hi all! I've been dating someone since April 2022 and have known money was tight but he told me yesterday that he's declared himself bankrupt twice, last time in 2018.
Once I don't think that in itself would worry me hugely but twice feels like an issue and he says he is trying but finds money difficult to manage. I'm concerned this might happen again.
Having said that, he gave up drinking over a year ago and so is in a very different place to before.
What would you want to know before deciding whether this is a deal breaker? Thanks

Run. One bankruptcy or recovering alcoholic, I might, but all of it? No.
(Actually, I probably just wouldn't. My mother was an alcoholic.)

They say minimum one year of sobriety before a relation because then you went through the whole calendar with all the holidays and anniversaries that might be triggering.

Complete deal breaker for me. You'll be dragged down and bankrupt yourself within a couple of year.