But admittedly, I haven't been to small claims over a deposit dispute before (well technically I have but that was because a seller didn't transfer deposits upon the sale, which is a different matter).

moving it to an LLC will not do much for you in the way of asset protection OR taxes (double check that with a cpa, everyone's tax picture is different). most people lean towards the LLC thing for legal protection, but a single-member LLC is a thin veil that's easily pierced. you'd be paying LLC fees & paying another LLC tax return prep fee, for what i'd say is nothing. if you do want to transfer the deed to an LLC anyway, you'd do a 'quit claim deed' with a title company or real estate attorney. if the mortgage lender ever says something you'll just give them proof that it's a single-member LLC and the one member is you (the original borrower). 

I consulted with my CPA, who advised that the policy loan should be transferred to my LLC for private lending purposes.

I just got an escrow analysis from a new lender (transferred about a month ago) and there is an escrow shortage.

If you have enough stock that you don't need to sell all of it you could try to find a brokerage(you would have to transfer the stock to the brokerage)/bank willing to loan you money on the portfolio. 

. - Deed transfers to new LLC.- Current owner continues making monthly payments, we pay him after he shows he paid the mortgage on time.

Hi guys, so after I deeded a rental house into an LLC, lets say the LLC's name is  "ABC LLC " .... So now the insurance should be in the LLC's name?
On the insurance policy it should say that the insured is "ABC LLC"...

I am transferring their flood to myself as it’s assumable and I have multiple quotes for insurance.

Can transfering the title to a land trust help overcome the owner occupancy requirement on JADU

Thanks Yes, worrying about the due on sale clause is a valid concern, as it could potentially trigger the lender to call the loan due in full upon transferring the property into an LLC.