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

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? 

I would think the best option for you is to try to get around as many likeminded people as you can and be active on these forums.

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. 

I am exploring two options as a new investor.

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Kind of in a pinch for some capital, and the only other option I’m considering is a straight cash out refi to avoid the risk.

-Setting Criteria: Defining specific criteria such as location, property type, Financing Options (Including Seller financing), and comfort level to narrow down options.a.

I currently have properties in my name but starting to scale so looking at different options.