People go there because it's cheap.

My concern here is that people can get pissed off and potentially damage the property when they are forced to move out. 2- a more passive approach to just suck it up and when its time to renew the lease then increase the rent by several hundreds of dollars so that they will leave on their own.

Unfortunately people tend to follow the cowherd.  

No tax for $250,000 gain for one or twice that for two people.  

But what you are describing has been seen on these forums for years: Airbnb Arbitrage, where the host, for any number of reasons, can't buy their own properties so leases other people's in hopes they will more than cover the rent with their airbnb.At the end of the day, you are no longer operating a residential property.  

Many people make threats as a means of scaring you.

I'd be more concerned about natural lighting (large windows $$) and creating a space people actually want to rent. 

Regardless, it is a rare large city where it is initially cheaper to purchase.However, most people use fixed financing so this will not increase.  

There’s a plethora of tools out there, but looking for advice on where people have had the most success that has gotten quality long term tenants? 

Some people are dishonest and some others just aren't good at what they do.