Okay...
I got my Windows 10 VM up and running, and I got PlayoutONE installed and running in it.
Now comes the fun/interesting part: learning how to use it!
I'm liking it so far, but it's quite different than PlayIt, so it's going to be awhile before I feel confident enough to fully transition, I think.
If anyone has any pointers or advice on usage and/or configuration that they'd be willing to share, please don't hesitate to send me a DM!
c