I just picked up another duplex, that will have about a 20% net cap based on cash purchase, all from FL Good luck 

Based on your post, you have internal struggles that no one on this forum can help with.HOWEVER, based on your post, consider spending a little money to break up the house into either a 4/2 + 1/1 OR  BETTER YET, a 3/2 + 2/1.

We're based in Tampa and do a lot in that area.

This step is about generating income from your investment.Refinance: Once the new properties are stabilized (occupied by tenants and generating income), look into refinancing them based on their new, improved value.

I think I have most of the kinks worked out but I'm looking for software (preferably free or very cheap) to digitalize the payments and bookkeeping from the house members.

I too am a mortgage agent based out of Hamilton Ontario, feel free to connect to chat anytime.

But it's based on my experience, not just some random bias. 

His annual compliance report is clean he says.Owner had his Coam taken away and is the single owner running the show, an hour away from his home base. 

They wouldn't have done an appraisal, it would have been just negotiated based upon where the buyer thought they could make money.

I'm open to a plethora of positions so long as it is remote or not office based.