I found insurance for the type of renting.   

Do not forget any ongoing expenses you'll have like possibly insurance, property taxes, or anything else?

The broker I got the loan from has suggested that I create a second llc and sell the home to myself for $185,000, then use the proceeds to get all of my cash back out to use for future deals.

The prepaid costs are property taxes and insurance.

@John Warren There's a never ending debate on how much an LLC really protects you, as compared to merely buying a generous liability insurance.

The question(s) I want pose here today is around the current tenant situation at the triplex and get some feedback on what to look for and how to proceed in due diligence. 

These days, state laws hold landlord responsible for renting to sex offenders and criminals, and I'm not sure how my insurance company would handle it if one of your subtenants, a known child molester, molested a neighbor's kid.

Greetings everyone , if youre a house hacking landlord and you require renters insurance from your tenants , who’s the benificary on your tenants rental insurance ?

Just add preventative measures and insurance responsibilities to the tenant wanting this freedom/addiction.

This is where you can try to force the old contractor to perform (let him know of the deficiencies and copy his insurance/bonding company) to get him out to correct.