I’m Also certain you’re the type of landlord who will find every reason to eat up their deposit when they leave. 

Could be some type of project manager or general contractor if you plan on having more properties there in the future. 

@Alana Reynolds yeah, as mentioned above the current loan amount is already over the maximum threshold for this type of thing.  75% LTV and under will get you in the door. 

I don't know what the requirements most of them look for and am unsure what steps I can take to make that type of loan happen.

I have heard that paying off your rental is not necessarily the best choice because of the deductions it allows for, but given the type of loan this house is mortgaged with, is it even possible to buy another home together and start renting this one out when I have a FHA loan on this one?

I initial brought it up as an example of the type of current information I use to assess current market values which I would gladly provide feedback on properties.

I make secured and unsecured loans Loan amount: $2,000.00 – $20,000,000.00 Loan duration: 6 months – 30 years INTEREST RATE: 5.95% ANNUALLY Loan purpose: ALL Loan Type: ALL LTV: 85-95% NO PRE-PAYMENT PENALTY, FAST AND RELIABLE FINANCING.

He also has not bounced checks there and is not a high risk type of account. 

You will likely need experience with the type of deal for which you are raising money.

Subject to seems to be more ideal to avoid any confusion over ownership, but it sounds like a pretty involved process that could cost time and money (whereas the other approach is free and simple).Any insights/advice would be appreciated!