You used a HELOC already but no clue how much is drawn.My initial thought is you should at least pay off the HELOC before starting.

On top of this, there have been new borrowers who haven't a clue how to design a budget, or even build a home. 

I can assure you the employees involved in trying to help are good people that were doing their best to try and help solve the problem and didn't have any malicious intent.

Money solves that problem.Dave Ramsey says some things that make sense, but it is rare. 

If you’re going to give advise at least have a clue on what you’re talking about.

I'd like to continue to sue for missed rents and damages, but I have no clue how to go about it anymore and don't know if it will even be worth it after the ~$20k she'll owe in both, anticipating an attorney will charge close to this or more. 

Be great to your renters by quickly solving their problems and always talking to them.

Sadly a lot of people enter various real estate investing fields without a clue of the risks. 

Were actively trying to solve that problem tho.

The support always says it's a calendar sync issue with VRBO and never takes any responsibility to solve the issue.