If the logic of managing an STR is active income, the amount of effort to be a developer is far far more than managing an AirBnB.

I can see the logic around the value of small or large places and perhaps that is the win right now.  

So far, the new PM's (Logical Property Management) is doing exactly what we agreed.

Until the end of the lease or until you find a new tenant, you don't yet know what his final financial liability will be, and thus it is logical that you would retain the security deposit until then.

Logic tells me he wants me to come up with the additional $90k, but not 100% sure.

I don’t understand your logic here.  

.- New owner is highly likely to raise their rent.Help me understand your logic on this please!

Your husband doesn’t have to know everything, just be logical and willing to learn.

OR is there a flaw to my math/logic that I’m not seeing?

Using your logic, I should be never taking a commission and trying to reach into my own pocket to help them buy as much of the house as I can for them.