The strictly legal answer is that you must apply your criteria evenly to avoid accusations of discrimination (i am not a lawyer).The most important part of this is applying criteria when you offer a specific property at a specific time.

It is a great way to find deals, but I will say, it takes some work to find those deals and a trusted lawyer to draw up the contracts.

Lawyer needs not a poa to represent you at eviction in NYPlease find a good lawyer - NYC evictions can take a good 12 months on average

Even if you didn’t, a lawyer has to simply pull pictures of this house before you bought it from the old MLS listing .

Check with a lawyer because if you get someone who really is a gun rights advocate they might try to sue for housing discrimination even though that is not your intent, they might feel that way simply because you asked the question. 

You may want to carefully explain to him that he is responsible for damage to the property just like all tenants are.Another one of my non-lawyer opinions:  If you are not going to renew then you should do it based on the facts and "damage to the property".Remember to evaluate the income and costs of turnover vs keeping the tenant. 

Do I need to get a lawyer involved?

I had contacted all the TV consumer reporters and was told by all if lawyers were involved they couldn't help. 

if not do you just go to a lawyer and draw up the documents?

Normally I tell people just to jump on Sunbiz but for this, you should probably have a CPA Or lawyer handle your start up docs.