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Thanks for the insight!
So then what could I possibly go about and troubleshoot on site B that does not start the service (even from the dashboard)?

Hello,
I'm trying to get a s2s working. One at the moment does not have a public port, but I don't think it is the culprit here.
On siteA(vb) wireguard starts normally, config below

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interface: wg0
  public key: xxx
  private key: (hidden)
  listening port: 51821

peer: xxx
  endpoint: publicIP:46107
  allowed ips: 10.50.20.0/24, 10.100.0.0/24
  latest handshake: 9 minutes, 41 seconds ago
  transfer: 328 B received, 25.38 KiB sent
  persistent keepalive: every 15 seconds

SiteB (cp) screenshots
and from shell /usr/local/etc/rc.d/wireguard start gives

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#] ifconfig wg create name wg0
[!] Missing WireGuard kernel support (ifconfig: SIOCIFCREATE2: Invalid argument). Falling back to slow userspace implementation.
[#] wireguard-go wg0
┌──────────────────────────────────────────────────────┐
│                                                      │
│   Running wireguard-go is not required because this  │
│   kernel has first class support for WireGuard. For  │
│   information on installing the kernel module,       │
│   please visit:                                      │
│         https://www.wireguard.com/install/           │
│                                                      │
└──────────────────────────────────────────────────────┘
[#] wg setconf wg0 /dev/stdin
[#] ifconfig wg0 inet 10.50.20.2/24 alias
[#] ifconfig wg0 mtu 1420
[#] ifconfig wg0 up
[#] route -q -n add -inet 10.20.50.0/24 -interface wg0
[#] route -q -n add -inet 10.20.0.0/16 -interface wg0
[#] rm -f /var/run/wireguard/wg0.sock



This issue happened on both instances, following previous discussions I reinstalled wireguard and site vb at least has it configured now (or so it seems), but site B has issues.

Any help appreciated

I was also trying out chrony just today. Same UI freeze. ntpd stopped and completely restart. The gui becomes unresponsive and either becomes working again with a complete restart (option 11 from console does not do the trick) or after waiting a long enough time to forget about it.

Running chronyc sources/tracking gives a "506 Cannot talk to daemon", which from a quick google search sounds like it is not running at all.
If there's anything I can do to be of possible help, lmk

Edit: well, I restarted again to unfreeze the gui (bc of my stubbornness in pressing save), and surprise, this time it started fine...