I will provide some thoughts on the San Diego purchase- virtually all high LTV mls purchases since rates started to hike have negative cash flow at purchase- historically great appreciation- historically great rent growth but recently flattening- prop 13 is great benefit for long holds- laws keep getting less LL friendly.

I also have a friend/sub-contractor with 40 years experience in all areas of construction who works with me on most of my deals for low cost labor.

Your relationship with an investor-friendly realtor will be crucial here.4.

High LTV purchased at retail (off mls) has large initial negative cash flow- regulations are tenant friendly.  

One big thing to keep in mind is that Daytona Beach itself is not very STR friendly.

God speed friend!

It probably be best as a friends-and-family type loan, but I don’t have anyone around me that is an appropriate lender.If I have to, I can put the funds in myself, but its inconvenient, and would come from investments that would need to be sold, taxed, etc.

Dont sleep on it.

Imagine something as simple as deciding tomorrow to spend 3-6 months in Australia because it’s too cold here, or I haven’t been, or a friend dared me.

Don't rent to family members or friends.