I wouldn't spend 2k on it or anything.Yeah I have one particular house where everyone who books it constantly says how pleasantly surprised they are at how nice it is and that it looks so much nicer in person than the photos.

I have purchased 3 STRs personally in the last 18 months and have closed on at least 25 for clients in the past 12 months.  

The person calling you is on a money grab. you do not need a wyoming trust. 

If this is a project for you and you are newer to flipping I would have a seasoned person/mentor help you through this that has done it in the city for example @Joshua Janus as he mentioned it did it.

T First person I've heard say I look forward to the losses.

BTW: most owners that have hired a PMC, don't want to speak with you, much less meet with you in person to hear a hyped-up sales pitch.Also, you want to do rental arbitrage - so, you will need to be properly licensed to manage properties you do not own as required by your state & local laws.- why would an owner want to do business with someone NOT properly licensed?

Personally I dont think STR is really a move in Philly.

Buying as a vacation rental could potentially qualify for a lower interest rate, but you’ll likely need to provide proof of personal use (even if minimal).

I personally do my owen  management so I can't recommend anyone.

We are a boutique firm in Chattanooga and every agent in our firm is personally involved in either real estate development, owns investment properties or flips homes.