I lived there myself for 4 years, then moved out and converted it to a super-profitable short-term rental (it's ideally situated near great restaurants/nightlife, the National Zoo, Rock Creek Park, and hotels that host professional conferences).

We love that you want to "hotel hack" and I hope you took Noah up on his offer in the BPCON roomie forum.

Check out this forum to learn how you can “hotel hack” (the best bang for your buck!)

on top of this, what we found is finding high density allowances of at least 150 dwelling units per acre and taking advantage of up zone incentives through hotel development, affordable housing development, etc. we try to develop the lowest cost per door possible and another way to do that is through micro housing development. raw land we also look for underpriced land that we can raise through entitlements the value. those are just a few of the tools we use in addition to parking reductions and other incentives for tax abatements.

switch the zoning or rezone to hotel or a permitted grandfathered zoning instead of looking for the license go bigger and get it permanent not just one unit. loophole but very powerful how a lot of condo development is moving forward in miami they are hotels technically 

Let's not belabor the point, but Worcester's commercial tax rate is directly shaping what gets built in the city.Sure, you can spot all the shiny new residential developments in Worcester, but where are the hotels?

Everywhere I have traveled this year, New York, Paris etc Hotels are much cheaper than VRBO/AIRBnB and the experience and safety, location, quality of beds, bathroom fixtures are better at Hotels, but 5-10 years ago it was the opposite.

Have all the paperwork signed and once the house closes, he can move into a hotel until he finds a place to live. 

I am not saying it cannot be successful, I'm saying you're not the only one's these agents are pushing on.I'd target true destination spots, without a hotel presence, and be ready to weather the storm with the volatility of STR.

One of the few charges more offensive than “resort fees” hotels charge.