Noticed a similar issue today. With the difference that in my case, sesman would never come up. Found out that I was hitting [1]. Had to use workaround from [2].
Complete workaround was: Fix was: 1. sudo bash -c 'export SYSTEMD_EDITOR="/usr/bin/vi" && systemctl edit xrdp-sesman.service' 2. sudo systemctl edit xrdp-sesman [Service] Type=simple ExecStartPre=/bin/sleep 20 Save the file. 3. sudo vi /etc/default/xrdp SESMAN_OPTIONS="-n" 4. sudo systemctl stop xrdp-sesman xrdp 5. sudo systemctl start xrdp-sesman xrdp [1] https://github.com/neutrinolabs/xrdp/issues/1652 [2] https://github.com/neutrinolabs/xrdp/issues/1652#issuecomment-675387354 ** Bug watch added: github.com/neutrinolabs/xrdp/issues #1652 https://github.com/neutrinolabs/xrdp/issues/1652 -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/1766695 Title: xrdp-sesman fails to start at bootup To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/xrdp/+bug/1766695/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs