It will depend on your goals, objectives and business model.  

Between a death in the lender’s family and a vacation this caused another few weeks of delay as a new title search had to be completed on my buyer’s other house being used as collateral.Now we’re at approx Sept 1; All along the way this information was communicated to the sellers as we moved through this entire process and they never once objected or took issue with the unforeseen delays.

I think I could handle living next to tenants for a year or two if this option is objectively better.

I would speak to your attorney and review the the loan to make sure there are no due-on-sale clauses before transferring ownership.I had this reply from the lender:I left a voicemail explaining that <lender> doesn’t object to you moving the home into a LLC, but we aren’t actually involved in that process.

Let's assume asset protection is not an objective here.

Your objective is to maximize your monthly net profit on your property.  

I'd agree with Pete on this. even if you're sending mail in small quantities 100, the targeted, personalized approach will be more effective than bandit signs.

. , @John UnderwoodI can't imagine why anybody would object to the Housing Choice Voucher program!

They epitomized homeowner objections to STRs. 

My objective is to purchase a property in the Sarasota/Tampa/Clearwater or St Pete area this year unless there is a better location to consider.