@Kevin Andujar you can put all of the locations under a single personal Umbrella policy as long as they have common ownership.If you go the LLC route, then your lending and insurance can get a little more complicated and costs will increase slightly.  

Then take all the profit and recycle that back into the down payment on a second property - possibly using asset-based lending.

Great question, I too am very interested in hearing from others as I'm also in a similar position as I'll be looking for STR lending soon. 

Also, you could do ask your real estate agent if they have any good lending contacts, you could probably get a non-conforming loan with a local bank.  

The great thing about talking to an agent who has experience with house hackers is that they may have information about lending options you don't know about.One thing I've learned as I've gotten started is that it's unrealistic to expect yourself to know everything.

And eventually liquidated their properties and began private lending in both realestate and other ventures.And so, they showed me their home.

We know it could unlock our ability to buy a lot more properties, a lot sooner, and with greater ease, because we could completely avoid the limitations and lending criteria of banks.But we also tend to believe that Seller Financing is rare and hard to find (especially in a competitive Seller’s market), or that it’s difficult to negotiate even if you can find it.That may just be a limiting belief, however.

I've heard that supreme lending is offering a nice deal for down payment assistance on FHA.

Banks will only lend on appraised value after 6 months (sometimes 12, depending on lender) of seasoning.  

Technically, this is part of the lending process so one would think it should be amortized.