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obviously most of the work that I do tends to be around the boards that make me money
I'd love to be able to use one of your boards for this project. Hell, I'd even be happy if I could use a regular old NodeMCU or something for this project. But, it's all centered around the "reuse" of existing, but not very accessible, hardware.
dlashua
Just to add...
This has been done a few times, but usually people don't use OTA and upload the new code using JS itself - which makes this whole process way easier.
Offline-wise there is the hex file output as you noted, but obviously most of the work that I do tends to be around the boards that make me money. If someone has used the hex file output on ESP8266 (which seems likely) then I don't believe they have shared how they did it.