The boards from OSHPark came back and they work just fine. Shorting the boot pads while applying power puts it into the firmware loading mode as expected and the firmware worked the same as it did on the prototype.

Moreover, the board fits just fine in the 3D printed case. That was simply a modified version of the GPS clock case, with some of the lettering changed, one of the button holes removed, the antenna hole removed and the power hole elongated to accommodate a USB-C jack.

I am going to order a v1.1 board. It will move the ESP closer to the USB jack just to cut down on the trace lengths and replace the TVS diode with a USB protection diode array that protects the data lines as well as the VUSB. When that comes back and is tested I'll probably get some assembled and add them to the store.