I also tried setting up more conventional management services for rent collection and got a huge amount of pushback that the tenants didn’t know the App and didn’t want to put personal information or bank account/credit cards into some App they’d never heard of.

Keep all business transactions within your business bank accounts and credit cards. 

You are undoubtedly in the attorney review period, so this is your get out of jail free card if you need it.

I currently am in debt by almost $55k, almost $27k in student loan, $11k in credit card, and $18k in a trailer that I had to buy for an emergency (dad’s place he was renting caught fire).

CONTEXT-(30k in credit card debt, split between 4 cards, mostly in charged off status)(one vehicle loan that was charged off, is now caught up to current, not paid off, 50k original loan amount)(some card companies are contacting me trying to make a deal, so likely only have to pay 20k of debt off.

The only thing they are asking for is $950 for appraisal upfront with my credit card.  

If I play my cards right and take action judiciously, I know it can work out.

They can pay with cash, ACH, or credit card.

CONTEXT-(30k in credit card debt, split between 4 cards, mostly in charged off status)(one vehicle loan that was charged off, is now caught up to current, not paid off, 50k original loan amount)(some card companies are contacting me trying to make a deal, so likely only have to pay 20k of debt off.

My assumption is that all tenants have an interest in keeping their cards close.