Santarelli as an absolute industry expert (podcast, websites, press, social media advertisement) cause investors to have a false sense of security.

The only challenges you haven't mentioned is advertising for roommates, screening them and where to get a lease.

Not run the business by advertising yourself value.

LOL, BP Support is shaking now

If the software is not simplifying your life or making you more accurate, you shouldn't use it.Software does have extremely helpful features like online payments, marketing syndication (click a button and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.

His communication is poor but he continues to advertise for his several businesses.

My current salary supports my family comfortably (given that we live well below our means).

The ARV supports the juice, but I think either my "perfect world" has to be compromised, or a HELOC of some sort- if I can. 

It's only 110V but would be nice on the property advertisement for potential tenants.

(I just don't see how a pitbull could offer more emotional support than a poodle or spaniel.)I'd encourage you to google HUD guidelines for Emotional Support Animals.