Once you have the property you should vet the tenants based on their income and then since they will also be your roommates, decide who you want to live with.

Hey BP,My landlord and I are currently kicking the tires about transferring ownership of the property I currently rent and therefore allowing me to house hack it from the rent my other 3 roommates are currently paying.  

If you can only make money by cheating, well, then write me from the prison yard how those 10 years of fun were worth the 25 playing boyfriend to your new 360lb homicidal roommate.

Closed on my first home (ower-occupied for now, house hacking with room mates) just a few weeks ago.

I should have pretty good cash flow on the home considering I will be getting paid a monthly BAH from the military, as well as having a roommate live with me. 

After purchase price, the biggest purely financial factor in a Buy and Hold deal is the interest rate on your loan.I recommend buying a 2-4 unit property and see if you like being a landlord.If you are truly set on the SFH route, find a place where your roommates will cover all/most of your expenses.  

Make sure your city zoning allows 4 unrelated people living in one house.Sure, more people here are working, but a roommate isn't going to want to pay other roommate's bills if they don't have to.

Then one of the roommates has their partner move into their bedroom with them and rent does not increase, so they agree to split utilities 3 ways since they’re all using them equally.

I'm purchasing a home, moving in with a roommate, but also turning the closed off basement with a private entrance into an STR/MTR. 

Often it is 2 roommates who want their own space.