So I am left getting a policy with a non admitted carrier for likely 2-3x the price for less coverage.

Our current plan is to purchase our first home and live in it for 2-4 years before moving to a new home and using this first property as a rental, so my fiance and I are currently in the market for a home that we could use as our residence during the offseason and then use as a short term rental or something like that while we are away for 6-7 months.

if so where do you market your listing? 

There will not be one PM covering all the places you mention in your post, so maybe refine your search a little, and then you can start interviewing.

So this reason I rented the unit.

So, if that is important to your next steps, it's certainly worth considering. 

They develop, they build, they finance, they property manage, they will have HAO, cleaning crew etc. etc. etc. so the subsidiary companies make money every step of the way.From investor perspective: The investor pay $15 K to reserve the right to purchase 25 multiplex over the year of next 5 years. 5 each year.

You don't want to be so focused on getting into the game that you leverage the start of your entire life just to do it.

I'm in Santa Barbara County which is impossible to make work so I'm forced out of the area.

So having a borrower sign a deed in lieu AS A CONDITION FOR MAKIMG A LOAN is not going to stand legal challenge.