Cities will continue to crack down on these and make it more difficult to operate for profit. 

The City of Atlanta and many markets outside of the City are starting to crack down on STRs, requiring owners to pull short-term permits.

I'm thinking there will be a crack down at some point.

It's only a matter of time before government finds a way to crack down on them and they go away.if you want to make money, get a job and make money through legal, proven means.

You must crack down on month 1. 

I will do city, if local goverment bans Airbnb or crack down short term rental.

I foresee a crackdown and zoning permits. 

Chicago is still at the adoption phase of Airbnb and the "crackdown" by the city is very lenient considering how much Airbnb has taken away from the hotels. 

https://www.amny.com/housing/new-york-crackdown-airbnb-begin...I haven't seen too much discussion about NYC in general here (likely due to the high cost of housing and politics), but does everyone think this is effectively the end of short term rentals in NYC? 

You may even lose the option if your market decides to crack down on short-term rentals, which is also very likely.I would pass.