He's in a great position. 

Lack of experience and availability with finding deals on older homes to be able to buy below retail price and obtain positive cash flow.

., salaries for staff, etc.?

Since you are looking for passive income from a rental to aid in your income once you hit FIRE & retire, I'd focus on building a portfolio that begins to build on that cash flow to replace your W-2 salary. 

It has positive cash flow of $150/month.

I need to continue to pursue cash flow but would very much like to be in a more remote position to spend time on the lending side because being a realtor and appraiser is limiting in a local geographic sense. 

In the age of same day delivery and on-demand streaming, filling out a form gives newer folks a hit of dopamine and makes them feel like they are doing something positive in their lives.

.$$ Range = max 350kDown payment = max 25%Goal = Positive cash flow and appreciation(if possible)I'm thinking about 2 options. 1.

Although, there are lots of positives to the Orlando area we chose to move and invest in SWFL due to it being more family orientated with more room for expansion. 

It’ll position you to have more cash available for future investments.In terms of setting up a real estate business, forming an LLC could provide liability protection and allow you to keep personal and business finances separate.