The Core Trade-Off: Now vs.

As a property manager for 10 years in Indy market we see what these assets trade for and this is very high.

It is highly recommended to consult with a legal and tax professional before proceeding.Pros of deeding your STR to an LLC     - Liability protection     - Asset Protection     - Separation of Finances     - Tax Flexibility     - Enhanced Credibility     - Privacy and anonymity     - Easier ownership transfer     - Simplified estate planningCons of deeding your STR to an LLC     - "Due-on-sale" clause     - Increased costs and administration     - Potential tax consequences     - Need for separate finances     - Loss of homestead exemptionGiven the complexities involved, especially with potential lender issues ("Due-on-sale" clause), tax consequences, and the necessity of maintaining corporate formalities, it's highly advisable to consult with an attorney and a tax professional before making the transfer.

With something as big as the short term rental loophole, you want to make sure documentation is buttoned up and you know the tax consequences at the outset

Sounds like your trading background will give you a good edge with numbers and patience.

Are there going to be any adverse tax consequences? 

The long-term fixed rate trade is an excellent one with time on your side.If you're building wealth, older,  and have obligations, it's likely best to find a happy medium and understand to eliminate debt appropriately.

A reappraisal at today’s values would let me pull out around $20K in equity, which I could use toward another rental property.The trade-off is cash flow.

NOTE: you have to be careful to do this legally or at least know the consequences...

I’m also focused on the Memphis market and would love to connect and trade notes when it comes to investing opportunities here.