Required admin login preventing server connection

I have a secured over https flow on a raspberry pi which I access remotely using Remote-RED to switch a pump on and off.
It has been working well for the last 2 weeks but for some reason, almost exactly 2 weeks after installation I am unable to reach the UI . I turned it off with a forced shutdown on site and brought it home, attached a monitor and turned it back on. Only once I turned on the RPi AND had to login to the flow was I then able to access the UI again via Remote-RED.
What do I have to do from preventing this disconnect in the future? Is user authentication required periodically if you have secured? Would this deny a server from interfacing with a UI?
Any help would be appreciated, thanks!

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