Current roommate will be paying the entire mortgage for the current house, while my name is still on the title and mortgage. 

My son was renting in Virginia Beach for $1200 month, splitting it with a roommate.  

However, I think I can be more aggressive with asking for rent because I have a decent network from college and can offer a private bathroom/bedroom with fellow chill young professional roommates.

I don't like having roommates so I'd rather do a short term thing now and then.I love that you see all this as conservative, it freaks me out each time I analyze adding a property because I don't think of myself a buy & hold strategist.  

Three roommates in a nice rowhome can afford more rent then two roommates in a small "crappy" SFR. 

We had a roommate for a while in this space, and actually enjoy the flexibility of having someone in for a few nights and having our privacy about half the month.

The big key is don't buy a house that you can not afford without roommates!

To take it a step further, he lined up a roommate at the new place so his monthly costs will only be a couple hundred bucks while paying down two properties.  

By choosing mid-sized units (they are each one bedroom and a loft) we are able to attract long term renters as opposed to ski season leases (who normally want a studio to themselves or a 3 or 4 bedroom so they can cram a bunch of roommates in there).

[She's now in college living in our rent house that her roommates are paying for, of course.]A Google search may bring up various options to volunteer or even to speak at a youth organization.We are ALL teachers, right?