I was told to report on the update of this from this tread BUG: Stat Creator Device & Stat Counter Device - Joining in Progress & Game Start for Players 2+ - #5 by blau.222 (Which looks like a simlar issue. Althought, my issue is not related to Stat Creator UI, it is actually related to when having the HUD Controller Device inside the game and then using Custom Timer Widgets as well, then sometimes the timers show up and sometimes not.
As of UEFN 37.00 version the issue is still there. I am also having the same issue in my new Squid Game island when playtesting that the timers sometimes show up, and sometimes not. It seems we can’t use HUD Controller device with other custom widgets.