Cozy is good because it is free and allows multiple roommates to pay however they want and you don't care... it just comes in as 1 rent payment.

The idea is one apartment for each veteran, but if you're both single, I'd roommate together & rent out the other five.  

What have you found to work best to keep a healthy relationship with the tenants/roommates that I rent the rooms out to and collecting their payments each month?

He needs to sign a roommate off lease agreement and she signs that also, and the security deposit is listed as it stays on account with the remaining tenant.FYI,, in MN a person with a Domestic Abuse Case can give notice and basically vacate FAST, with proof of the case regardless of lease term, all that's required is that rent is paid up until date they leave, no penalty. ( if I remember correctly).Which stinks for landlords.. but protects the victim from continued abuse and the abuser from finding out where they moved to, and keeps them from returning to harass. 

@Matt Nolan do a roommate lease form having the tenant leaving sign that he is in fact vacating and understands that the deposit remains with the unit.

I see it chanted ad nauseum about "soft landlords" on these forums "file on the 10th", "no exceptions", etc etc etc...That's not that question and I've ALREADY FILED.But I'm in a good area and screen hard, so this is the FIRST TIME I've actually had to file....Unfortunately this is one of the more "frugal" client landlords (and maybe not coincidentally my first)...I had to rent this townhome with stained carpets, broken fridge, damaged kitchen flooring and more.....Of the terrible prospects he had, he incidentally picked one with roommates/family members with bad credit and no rental historySo it's no surprise to me we're in this situation, but I find myself at ends arguing to save him time and money from the courts.

But short term I'll end up getting room mates in this location since it's near a technical college.

After purchasing have 3 or 4 roommates depending on the size of my house that I find in the area.

Maybe buy a house and load it up with some rent paying roommates.  

If you're single with no dependents, find a roommate and boom!