@Joshua Herrera congratulations on taking the first step.

Short-term rentals are booming right now and offer a great way to generate income quickly.The key is to take that first step, do your research, and believe in your ability to make it work.

Stessa for the rentals, Monarch for the other accounts (IRAs, brokerage accounts, cash, etc.)

I love the story of your artist friend, honestly it never came to mind to incorporate the two together for a marketing hook!

@Scott Tennell there might be two different definitions here to the PML term.So, if you mean you are reaching out to PML that lend money all the time and have experience doing it - then they will tell you what their requirements are.  

After expenses, it provides a net income of $1,500 per month, making it an ideal investment for long-term passive income.

A HELOC could help temporarily if you plan to payoff the balance quickly and are planning to save on monthly payments in the short term.  

I couldn’t figure out who had to even sign the loan docs let alone the personal guarantees. 

I wasn't sure how much to expect from the title company in resolving this.

Hey man, welcome to the area!