The Twin Cities (Mpls/St Paul) is an excellent place to invest.

Are their listings detailed with good quality photos?

I definitely have a lot of those qualities in me and getting better everyday.

Are their listings detailed with good quality photos?

She also has many of the qualities we need to be successful.

The units are fully rented currently, not sure how long the leases are for and quality of tenants.

The reason is if you buy a house first as an FHA buyer but 1 year later decide to move into a multi-unit property to house hack you might have problems in underwriting since they will question why one would want to move from a SFH to a multi which they consider a step down in quality of living.

That said the answer for me would be somewhat dependent on what you are getting for rents, where the property is located, and what quality of tenant you have in place.Nice thing about section 8 is that you get paid without a hassle (assuming no gov. shutdown situation). 

Someone suggested I get a handyman and lately I have been thinking that despite having a few contractors I have relationships with that have done quality work I don't really have a "team" or collection of people to call on that I trust for fair pricing and good work and reliability.

A lot of smaller quality contractors won't go there.