First, I agree with Ibrahim S that inspecting their present residence is great. And, people get the message when you do that - they know you're a caring, hands-on landlord. (if in fact that's true)
Here's my take: I agree with others that 7 months advance rent doesn't make a bad tenant good and that you must run his credit regardless of what ultimate decision you make. Just for the record, CAREFULLY check this guy's I D and present residence documentation (mail he received) etc. He's a candidate for identity fraud.
But on the ladies, here's my advice: (I mean, on renting to the ladies, other issues with ladies - don't listen to a word I say, or better, listen and do the opposite. )
OK - I've had many of these 2 or 3 adult arrangements, sisters, roomies, woman, Mom and Cousin, and here's the bottom line difference between success and failure, in my humble opinion:
It is, if there is or isn't ONE key person in the group, that "runs" the household, talks with you, requests maintenance, gathers rent from others and forwards all of it to you, and as several of my "key people" if you will call them, have done, re-rented parts of the house when one of their roomies left.
I've got one "key person" that has "run" the house for 8 years, always dealing with the revolving door of roomies - place looks fine, and it's occupied, and all I ever have to do is return his calls when the _ _ _ _ _ isn't working.
Another story that amazed me- Karen - main person with her aunt and cousin as roomies. One day, she called. Aunt had moved out, but she had already replaced aunt and wanted to send me the info. Her cousin (the other roommate) (are you ready for this) was on drugs one night, came home, and stabbed her. Yes, I said stabbed. She (Karen) recovered, kicked the cousin out, and I heard about all this 3 months later, rent always paid, house looked good, new tenant put in to replace the one missing tenant and Karen only wanted to know what the procedure was for the new person to apply, get approved and sign the rental contract.
Karen is a more than perfect example of a "key person."
Whew! Being a "housing provider" can be fun. But, I find that after 37 years of it.........I'm still mainly a student!!!!
Joffrey