When I load into my world, all the Repeat commands work but after a while of playing the Repeat commands become inactive. Replacing a redstone signal or clicking Always Active to Needs Redstone to Always Active will make the Repeat command become active again. But after a while it will become inactive again.
I think it has to do something when I optimized the world, it was previously 1.10 world and now I updated it to 1.14
Please check if that's still an issue for you in the latest 1.14.4 stable release or the latest 1.15 development snapshot.