If there's a part of the job that does not require a license and will not be inspected by the city (such as finishes) I as the project manager have the option whether or not I will give that portion of the job to the GC or farm it out. 

I know this is because I have been focused on the DTC/SF traditional mortgage options or funding with buying an existing structure, but I can't see a clear path to financing a 2-fam new construction that's owner occupied (allowed by right per zoning).

Looking for advice on my options - 1.

Another option is a lease with option to purchase.

I would like to hear opinions on cash out refi, keep two rentals, and acquire the third home that i would live in, or sell the one rental to use equity to acquire my next home (which i would live in) and rent out the home im currently living in which will be paid off in 4 years, leaving me with one rental property instead of two.Thanks for reading Hi Wyatt,I would say the best option would be to cash out refinance the property you currently live in into a commercial loan like a DSCR loan and use the money to purchase your next home.

I agree with the wholesale option or hiring an agent to post on MLS.

The RV was parked next to a guys house with a 'clothing optional pool' but that's another story....

The other option is to rent but to hire someone to manage your rentals.

Should I maybe suggest he try syndication or even a lease-to-own option? 

It is possible to do the FHA loan in FL since it would meet the distance criteria, the DTI on existing property would be a possibility but there is always options that do not unfold until all the information is gathered.