My limited understanding is contained below with a source for each, the topic is muddy, so form your own judgement and don't trust mine and consider digging past what I have here. I started out as a Ramsey fan many years ago, I still consider his advice on things, but no longer hold it up to be The Answer.
The Timeshare Exit lawsuit is ongoing, as with any lawsuit, it is hard to say what the truth is. Basically listeners claim Dave made $30 million advertising a business that failed to deliver services payed for. The unjust enrichment portion of the claim was dismissed, the rest is in litigation.
https://www.arda-roc.org/news-press...wsuit-for-promoting-company-accused-of-fraud/
I'm not good at searching actual court records.
On the 1996 mortgage (yes it is reddit, but it links documents, perhaps someone smarter than me can verify likely validity)
The bankruptcy details are a lot muddier. I may have described the loans wrong, but it was high risk debt.
https://westlegalgroup.com/blog/lif...t-his-financial-empire-and-how-texans-can-too
Chaper 7 bankruptcy means he got to wipe out debt, rather than filing chapter 13 which would have restructured it. He advises against bankruptcy on his show and while I'm not a fan of bankruptcy and dislike the 'it's a tool' way of thinking, it rubs me wrong coming from him (unless he voluntarily repays what was wiped in bankruptcy, which to my knowledge he has never claimed to have done).