Quote from @Randall Jones: The professionals have already been doing this.

This is the first year I have professional management....all the prop.

I think a lot of the people that chase the number of doors are more of the slumlords that don't care.

However, be careful in buying a cheaper property, as section 8 has very strict requirements regarding the condition of the home, and they do regular inspections to make sure you are keeping up with their requirements.

Hi Andrew don't expect a perfection first step is to study carefully everything. 

Finding financing and deals is not the area where I'm struggling getting started the most, but it's whether I need to seek out a professional contractor to hire and do the rehab or take the time and effort myself and do the cosmetic work/repairs the home needs.

These pros often have direct access to property owners and can recommend your services whenever opportunities pop up.So, cozy up to these professionals.

Not wanting to stress my wife, I was super conservative and super careful (within the scope of my knowledge at the time) so that she would never panic. 

Most of them have no idea how to calculate their return and may not even care.

I have to say that they take care of the place and are NEVER late on rent.