Issues connecting with Wireguard

[deviantintegral]

I've been having an odd issue with my Wireguard setup, both on 23.1 and 23.7. When I connect from my iPhone or Mac running the official wireguard client, many times handshakes will not pass. Sometimes, the "Data sent" counter will go up by tens of MB a second, which is impossible given the network speed, and normal traffic doesn't actually work. If I reconnect the tunnel several times, it will eventually connect fine with no issues. There's no obvious errors in the logs that I see. tcpdump shows the wireguard server responding to the connection.

I also have Wireguard set up on a linux host, and the same two clients never have a problem connecting.

Any suggestions on troubleshooting this?

[ProximusAl]

I’ve seen this before.

Don’t use the app to start the tunnel.

On iOS use settings VPN and I bet it connects flawlessly every time.

[deviantintegral]

Wow, that is it! Thank you. I wonder if it's a bug in VPNKit.

I reported this upstream to the WG mailing list, but the email is currently stuck in a moderation queue.