For me, contractors are the biggest challenge.We should stay in touch and do some brainstorming.And as far as MA, I always recommend Plymouth, Bristol and Norfolk counties (South of Boston to the southeast, plus the Cape. 

Would you all recommend keeping the property as our first rental or selling the property and reinvesting the 120k in numerous properties?

Or...at least stay in it.

But if you generally find yourself staying up late and then sleeping in the next morning, you just need to shift your day.

This is a good indication that he wants to stay long term, but you must be careful not to set the precedent that he can do this without going through you.

If one of them had ever been through an eviction before, they likely know more about the process than you, along with all the possible stall tactics to stay in then home without paying.

As a 24 year old working in Sacramento after studying engineering at the University of California Berkeley, I stayed for $550/mo in Rancho Cordova, all included in a furnished room in a 30-something lady’s twin house (shared a wall with another owners house).

Your reputation also stays in a marketplace so please do not do this to yourself again sir.

I am a Paramedic FF and my wife is a stay at home mom with our 4 children.

Would you all recommend keeping the property as our first rental or selling the property and reinvesting the 120k in numerous properties?