Got bit by this as well, recall fixing it a few years ago but must have
clobbered my changes on upgrade bionic -> eoan?  Having VirtualBox
installed broke it, fix was to comment out this line in
/lib/systemdd/system/systemd-timesyncd.service.d and restart systemd:

ConditionFileIsExecutable=!/usr/sbin/VBoxService

Don't recall being asked about a config file change during upgrade
although maybe it did and didn't remember.  Further info here:

https://askubuntu.com/questions/940311/time-in-ubuntu-16-04-not-
updating-from-internet#1005355

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Touch seeded packages, which is subscribed to ntp in Ubuntu.
https://bugs.launchpad.net/bugs/1849156

Title:
  systemd-timesyncd.service broken on upgrade to 19.10 if ntp was
  installed

Status in ntp package in Ubuntu:
  Confirmed
Status in systemd package in Ubuntu:
  Confirmed
Status in ntp source package in Eoan:
  Confirmed
Status in systemd source package in Eoan:
  Confirmed
Status in ntp source package in Focal:
  Confirmed
Status in systemd source package in Focal:
  Confirmed

Bug description:
  Ubuntu 19.10's systemd package introduced /lib/systemd/system/systemd-
  timesyncd.service.d/disable-with-time-daemon.conf.  This prevents
  systemd-timesyncd.service from starting if the ntp package has been
  installed.  However, ntp.service has a Conflicts directive for
  systemd-timesyncd.service.  If both services are enabled, neither will
  start on boot.  This breaks upgrades from < 19.10 to 19.10 for systems
  that have both ntp and systemd installed.

  Possible workarounds:

  - Uninstall ntp
  - Disable systemd-timesyncd.service

  % lsb_release -rd
  Description:    Ubuntu 19.10
  Release:        19.10

  % apt-cache policy systemd
  systemd:
    Installed: 242-7ubuntu3
    Candidate: 242-7ubuntu3
    Version table:
   *** 242-7ubuntu3 500
          500 http://us-east-1.ec2.archive.ubuntu.com/ubuntu eoan/main amd64 
Packages
          100 /var/lib/dpkg/status

  % apt-cache policy ntp
  ntp:
    Installed: 1:4.2.8p12+dfsg-3ubuntu2
    Candidate: 1:4.2.8p12+dfsg-3ubuntu2
    Version table:
   *** 1:4.2.8p12+dfsg-3ubuntu2 500
          500 http://us-east-1.ec2.archive.ubuntu.com/ubuntu eoan/universe 
amd64 Packages
          100 /var/lib/dpkg/status

  % dpkg -S 
/lib/systemd/system/systemd-timesyncd.service.d/disable-with-time-daemon.conf
  systemd: 
/lib/systemd/system/systemd-timesyncd.service.d/disable-with-time-daemon.conf

  % sudo systemctl status ntp
  ● ntp.service - Network Time Service
     Loaded: loaded (/lib/systemd/system/ntp.service; enabled; vendor preset: 
enabled)
     Active: inactive (dead)
       Docs: man:ntpd(8)

  % sudo systemctl status systemd-timesyncd.service
  ● systemd-timesyncd.service - Network Time Synchronization
     Loaded: loaded (/lib/systemd/system/systemd-timesyncd.service; enabled; 
vendor preset: enabled)
    Drop-In: /lib/systemd/system/systemd-timesyncd.service.d
             └─disable-with-time-daemon.conf
     Active: inactive (dead)
  Condition: start condition failed at Mon 2019-10-21 12:05:38 EDT; 29s ago
       Docs: man:systemd-timesyncd.service(8)

  Oct 21 12:05:38 ubuntu systemd[1]: Condition check resulted in Network
  Time Synchronization being skipped.

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