I bought a 4 unit property on my name by taking a personal loan, wrote leases on my name and also procured insurance for the property on my name too.If I now have to transfer to an LLC, what is the process involved? 

You can talk to an insurance broker about umbrella insurance or transfer title to your LLC.

I feel like I have a crap-load of transferable skills, but I'm still learning how they all apply to real estate.

The city keeps track of cumulative flood claims for the property, regardless of ownership, and if the claims reach a certain percentage of the tax valuation and permits have not been pulled, the city will require the property be brought up to current zoning standards. 

In the past, (on the mainland) when I've done refi's on properties that I held in my LLC's, I always had to transfer the title into my name personally, complete the refi, then transfer the property back into the LLC once the refi was over. 

Get them to sign an agreement that upon death their ownership transfers to you. 

However with this Cash-Out Refi that has no mortgage to payoff and only funds to be transferred, LoanDepot seems to be dragging its feet for no apparent reason on wiring our funds.  

If you were not properly notified the transfer is not valid.Start by contacting tax office and explaining. 

I'm looking at small multi-family for house hacking but have the following issues with risk and financing.1. conventional lenders require 10+% down on multi-family2. buying the property in my name (to get cheaper financing) and then transferring to LLC (to mitigate landlording risk) isn't possible from the lenders I've talked to (due on sale clauses can be triggered)3.

Does anyone have any ideas or suggestions to what I can possibly do to gain ownership?