Update a couple days later with more experience with this. I haven't had to use the bootloader button in days. Seems clicking outside of the IDE and then getting back in (and a couple of times I cycled the power on the TinyZero while experimenting with this) will get the serial port to show up again.
Seems like more of an IDE issue than a TinyZero issue, although it works reliably on the TinyDuino. Hmmmm....
Seems like more of an IDE issue than a TinyZero issue, although it works reliably on the TinyDuino. Hmmmm....