That causes me to be concerned about the type of insurance you have on the property if you ever have occasion to file a claim.

Took him to small claims.

I am not sure how Penfed first claimed that I could do HELOCs on investment properties and now the processor is saying I can't because I can't file the Homestead exemption.

Once you own the property they are now yours....and you will claim ownership, or your LLC, or your OWN trust (if you choose to).  

I see a lot of people making WAY more and claiming they did it in a 1-5 years.

It is completely appropriate and will actually be invisible to the IRS because if the LLC is truly disregarded the property will still be reported on your personal tax return where it always has.A simple corrective quit claim deed is all that's needed.  

Florida’s state level regs are a whole different animal to deal with as well and I can’t claim to be an expert on those (I specialize in every other Gulf state and the Great Plains).To make things worse, a judge in AZ just struck down the current interpretation the Army Corps was using to define what wetlands they had jurisdiction over.

If it is via quit claim deed then you are taking title to the property with all liens and encumbrances.

Again, both signed the lease but I’ve been receiving all payments from Jacks account however Jerry claims he paid half deposit to Jack.

Per the Mortgage Bankers Association, the vast majority of people who claimed forbearance, actually continued to pay their mortgages.