Let’s connect, and if there’s anything I can do to support you, just let me know!

If they support a rent increase, you could look into raising your rents by that amount to offset the cost.

Their debts would include not just car payments, student loans, and credit card payments but also things like child support paid.

That way you’ve got some skin in the game, and the tenants will be less likely to protest that the other tenants are using more electricity or gas.

I would guess that you have little or no experience running any kind of STR, and now want to get that experience on the back of someone else's investment, with little or no personal skin in the game, and that's not a good way to build an investment portfolio.

I don't know your skin thickness but know I do it with love and care for your improvement, there is no insult meant by any of it but fact is we all gotta suck, learn and try again before we get great, right. 

Personally, if your market tends toward the former condition (better/normal appreciation) I think it's a fairly safe deal looking at the long term, assuming infrastructure around you continues to support the idea of renting it.

So you will need to have skin in the game.

Changing careers can certainly be a challenge, but it sounds like you're equipped with a solid foundation thanks to your sister's support.

Here’s the situation (personal details removed):The tenant reached out explaining that they’re going through financial difficulties due to an ongoing divorce and lack of child support.