So far I would say it has been a good investment but I don't really know how big I can scale it or how long it will take.At the same time, if there's a big investor looking for someone to help manage their portfolio in NYC or Long Island I would be open to jump on board so I can learn as well.

The above linked post talks about Breckenridge, Colorado and Keystone as great options for a first-time short-term rental investor because they're "STR friendly."

Last year, my husband and I purchased an investment property in Salt Lake City that we turned into a short-term rental.

I’m not an alarmist, I just try to bring an objective pair of eyes to the inspection.

Those sounds like good terms.

I am looking into purchasing my first condo in Destin, FL for short term vacation rentals.

This is fairly common within the industry and a way to reduce administrative costs considerably since you’re not repeatedly negotiating the base terms and conditions of the contract.

BP has some great resources and in fact we have found it to offer far more in terms of tools and contacts than a course we paid WAY TOO MUCH for when we started out. 

Universities, flight schools, HR departments for corporate housing, military bases, etc... the list is actually pretty long. 

For example most single family homes converted to multi family tend to not preform well for long term rental but if you are open minded to MTR strategy that same property may produce well.