I just moved a kid out last month after just five months in the rental because he was problematic.

Additionally, don’t overlook Memphis, which has great potential for rental investments as well.

In addition to Turbo Tenant, I would suggest that you have a local Realtor list it for rent. 

The intent of getting a sales agent license is to educate myself in Real Estate and create some additional income.If your relationship is such that you need to hide your license, you’d be better off with a different working relationship.  

But you do have the room sharing.. in Cupertino were you have a huge Asian population I know folks that will put two computer kids in each room for 4 bed house 8 techies and each paying 1k to 1500 a month.. can just about make it work since the houses are 2 mil. 

In our market it is important to make sure they are a licensed broker, carry adequate GL and worker's comp (and name you as additional insured).  

Also, be sure to check with the section 8 agency managing the tenants - sometimes if you pass on an additional cost like that they will no longer be eligible to live there if the rent and utilities exceed what they were approved for.

There are a lot of market-specific issues you'll have to grapple with and also, there are plenty of landmines in MFR on its own in CT that you'll have to be ready for, in addition to the nuances and complexities of developing something like this.

Not necessarily squatters, but vandels, kids, appliance thieves.

In addition, these markets are seeing both home values and rents appreciate.Cash flow from a property will depend on your down payment.