@Shades - Holy crap man, you never disappoint!
To give a bit more (non) detail... The situation is playing out live so the solution is in reactional flux based on randomly changing factors**. One of which was resolved by one of my - very non technical/biker type - friends who came up with a brilliantly simple low tech solution that had me in tears laughing last night due to its (in retrospect) obvious simplicity. I'll not say what it was, primarily because it's a tad embarrassing that I didn't think of it before.
So for the full (and future) system I will (at this point...) probably go with a wired with DRV type setup that won't need a doorbell cam. Which leaves the immediate need - as a stop gap measure - being an economically good quality video doorbell that can be repurposed later at a different location/project/etc.. That also bell transformer powered, and works with the Windows version of the software you mentioned above. I did not think about that part before (Rush jobs bad - Yikes!).
I hope this makes sense as I'm (at work...) really pressed for time and trying to rush.
Shortest explanation I can muster: It involves family, a woman, and it's perfectly legal (so far..). Savvy?