As far as I know the prices have continued to be stable or go up.

If a tenant is constantly paying late and there seems to be a clear sign of struggle in finances, wouldn't I be doing a dis-service by offering the tenant to renew their lease and continue the vicious cycle?

My suggestion is to continue being active on BP, get out to some networking events and seminars and also educate yourself through books and podcasts. 

The triplex we bought was fully occupied so we did 1 unit at a time as they moved out.0 Vote  That's great - Are you going to continue with cosmetic rehabs or dive into something that needs a little mjore TLC?

I’m excited to learn and connect with others here as I continue my wholesaling journey.

We gave him an old lease that said he didn't have to pay water (we newly split the utilities in the unit) and he noticed we charged him for water and then we refunded him (although he continued to send us pics of his napkin math that says we didn't refund him enough).   

Long term goal is to continue building my portfolio of investment properties. 

with the current market micro & macro trends, our market is poised to continue to go up for the foreseeable future.

If this is a problem tenant who continues breaking rules, that's something you can work on later but for right now you should do the right thing and look into this.

It's all about who is dumb enough to continue to pay that kind of money for a system that already gouges people in a way that even the Gambino family would disapprove of.