Much more than that if she was a professional squatter. 2500 is painful emotionally but it gets her out immediately and I can move on with my life.

Should I show up every week and talk about where I think the pain is coming (multifamily, STR, etc)?

There are a handful of options that could remedy some of your pain.1.

Section 8 housing is a pain as a landlord/management company - we TRY to steer clear of it for this reason.

.* 25K middle program they give you a couple of properties minor hand holding through their pipeline to keep you happy (maybe if you dont get burned and loose money on the deal) before they disappear* 35K for mastery this is the big upsell they let you in the inner circle like church of scientology your paying to be their friend and they have to funnel you deals that the top guys don't want first so they feed you some deals to keep you happy and hold your hand.

Solar will be a massive pain in the *** if you are doing this in the SE belt.

I remember thinking how absolutely absurd it was to still be living this way after tripling my income, and on top of that my Wife was getting ready to graduate nursing school which would add even more income but, I had no clue how to keep it from disappearing every month and wondering what happened.

I guess I was expecting this but it was still a pain in the a**. 

Those are two major pain points for LBP hazards.

That's where pricing comes in, if the property isn't priced properly, it won't get booked - and it will disappear in the rankings.3.