You could even 'hide it' in the roku/settings/about screen stating "firmware last updated at this time and date".
So if it was last updated January 14th, why do I need to disable the installer, reboot the roku, and re-enable the installer, and reboot the roku again to reconnect to the dev page website? otherwise it just times out sometimes? It's done that twice since January 14th.
Is it simply that your IP address is changing? On my local network router I make sure my dev Roku device is always given the same IP via DHCP so I don't have to go tracking down the address if it were to change.