Have you tried holding the button a bit longer? It looks to me like you're releasing is as soon as the screen changes, but as a result you're not holding it long enough for the watch to actually do a full reboot.
Also, it looks from that like somehow the contents of storage have been erased - in which case you'd have to go into the app loader, about, and install default apps
Espruino is a JavaScript interpreter for low-power Microcontrollers. This site is both a support community for Espruino and a place to share what you are working on.
Have you tried holding the button a bit longer? It looks to me like you're releasing is as soon as the screen changes, but as a result you're not holding it long enough for the watch to actually do a full reboot.
Also, it looks from that like somehow the contents of storage have been erased - in which case you'd have to go into the app loader, about, and install default apps