I found these two bug tickets that could be relevant:

https://github.com/home-assistant/operating-system/issues/896

https://github.com/systemd/systemd/issues/8683

I should also add that this seems to happen on the majority of boots for
me, but not every boot. So there is some amount of non-determinism
involved.

I'm not familiar with what service / tool / part of kernel does what in
the boot of an Ubuntu 20.04 system, but I might read up on what systemd-
time-wait-sync.service waits for to see if I can figure out why that
does not happen.

Anyway, thanks for helping me debug this issue!

** Bug watch added: github.com/home-assistant/operating-system/issues #896
   https://github.com/home-assistant/operating-system/issues/896

** Bug watch added: github.com/systemd/systemd/issues #8683
   https://github.com/systemd/systemd/issues/8683

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https://bugs.launchpad.net/bugs/1937238

Title:
  systemd-time-wait-sync.service stuck in "activating" state after boot,
  blocks timers from starting

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