Looking at the journal, I see that systemd-networkd does know about
wlan0, and reports Link UP for it when cloud-init would expect system
networking to be configured:

  Mar 18 19:32:59.099186 ubuntu systemd-networkd[1121]: wlan0: Link UP

is before:

  Mar 18 19:32:59.107823 ubuntu systemd[1]: Finished Wait for Network to
be Configured.

but we also see:

  Mar 18 19:32:59.129316 ubuntu systemd-networkd[1121]: eth0: Link UP

when I don't believe we're expecting any link on eth0 (though maybe I'm
mistaken about the configuration of this particular device), so the
wlan0 line may be a red herring.

I do see later in the journal:

  Mar 18 19:33:08.385332 ubuntu systemd[1]: Starting WPA supplicant...

which is well after cloud-init would expect networking to be up.  Is it
possible that systemd-networkd-wait-online.service doesn't know how to
handle waiting for wifi correctly?  (Or is this just a symptom of not
having the renderer: set?  I'm a little out of my depth here.)

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https://bugs.launchpad.net/bugs/1870346

Title:
  Wifi configuration

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