Do you feel more knowledgable about loans or the closing process?

That should keep both of you happy and eliminate the feel of competition between you both.

I never considered it before, because the bulk of my customers came through VRBO.  

Hi Alex,It could depend on your experience - if you have a lot of experience in heavy rehab/construction you will (1) be qualified for the loan as construction loans require substantial experience and (2) feel more comfortable taking on the loan.

The reality, of course, is that everyone else is feeling the same way.

I feel this target can be achieved given recent cap rates sold in the area, and hundreds of thousands of dollars worth of renovations combined done by me the landlord (1 unit+exterior), and my amazing tenants who did gut renovations of their units.The general rule of thumb is to use 3 lenders for cash out refinance right?

The only way I could even think of this would be if I know I had personal feelings of bias to others.

It feels like Quickbooks to me and is easy to use, categorize, and see trends over time. 

Good luck on your journey and feel free to reach out if you ever need any guidance or advice.

For loaning money, you'll learn something about the friend and hopefully feel good being able to help someone out.