Doubtful he's a CFP or CPA; thus he has zero business telling anyone about anything in regard to money. 

With 5 days already that's a super flexible cancelation policy (even if Airbnb calls it "moderate") and I doubt you'd re-book that close.But yea, my confusion still remains what the heck these guests are doing that they're regularly unable to travel for an entire 3-day span. 

Because it will, there is 0 doubt about that, bombs eventually blow-up, and so will this.

I often see Norristown as providing a unique opportunity for Pennsylvania and out of state investors alike.

Medium-term rentals is a made-up term with no legal bearing.Then there is the insurance industry’s definition of short term / vacation rental which is uniquely defined as anything less than 6 months.I think the reality is none of these terms have any universal meaning.

This is literally what you got title insurance for.I doubt the title agent you worked with is a direct subsidiary of the underwriter but that is also irrelevant. 

Pros for Yale are: You can add unique codes on the fly from your phone with an app.

I doubt the seller will negotiate a new/longer lease.

I used to work in STR management before becoming a lender and now I have A TON of unique loan programs that fix and hold/flip investors use daily.

You can never ask clients about their financial information without a license and I doubt Georgia would let you set appointments by phone.You should call or visit the local board of Realtors office in your area and ask what specifically will Georgia allow an unlicensed assistant to do.I will tell you now,it’s going to be a short list to protect the general public.