No experience and no skin in the game will also be an issue with the lender.

Outside of real estate and data science, I love board games, cooking, classic rock music and travelling (might travel around Mexico/Cancun if possible). 

A hot tub is always nice, and if you have a game room, that's good too. 

For example, you may have suspended losses or some other circumstances that change the game.

You have to have skin in the game.   

Not sure what state you intend to get licensed in to start, but before you get too far along I would check with the Real Estate Commission to confirm that your end-game (AI decisions only, no human broker in the loop) will pass their muster.

Maintenance and cap-x does not, in large part, have to be a mystery game of wait n see what happens.

Thatch Nguyen (for those familiar with him) really popularized this on the west coast in Seattle.Is anyone planning on getting into this game?

I would say to find a better property manager, but it sounds like you're leaning towards getting out of the game. 

If so, this site will be a game changer for me.