Can anyone recommend software which would accept monthly payments (from me to seller) and create proper 1099 forms for tax purposes at year end? 

Take the $250,000 primary residence exclusion every two years .  

I accepted a tenant into a B class rental a few years back who was making low 6 figures at the time as a union boiler-maker but had NO CREDIT SCORE!

No one has ever asked me. 3) Depends on if you want longterm or short term residents. 5) We used Redstar https://www.redstarbackgrounds.com/ they give you accept/decline recommendations.

We put in an offer and it got accepted.

Two, (not mutually exclusive) approach’s.  

That is entirely acceptable.

For example, I mention that every adult must pay a $30 application fee, pass my credit/criminal background, make a combined income of 3x the rent, and whether or not the property accepts pets.

Just accepted and would love to connect with them.

So as a NON CA world traveler, that was the "feel" of southern CA; tons of amazing potential and weather, views etc but with 3rd world problems that seem to be accepted and ignored by all.