Once in a while we get back to this thread and I would like to report that we are not able to reproduce this issue anymore (will update this post if things change). We use NEPacketTunnelProvider All our testing was done on macOS 14 Anyone else experienced improvements or are we just lucky in our testing so far?

We have identified this issue to be present in 3rd party library included in our implementation rendering this post invalid. This issue is resolved. Apologies.

Hey everyone. We have taken the advice and added logs from Quinn's post and we have submitted an issue in Feedback Assistant FB12354531 hopefully with everything needed. Normally we could see the init from start to finish would take less than a second. However in the scenario described in STRs below it would take several minutes (basically it would finish the init after unlocking the device for the first time), which lead to system never calling startTunnel. It is only reproducible on devices with passcode set and what is more interesting is that having a SIM with PIN set would prevent this issue as well. Maybe some kind of network reset was happening after entering the PIN. Steps to Reproduce: have a device with iOS 16.5 have a device with custom VPN (NEPacketTunnelProvider) device needs to have passcode set turn device OFF turn device ON wait for at least 2-3 minutes before first unlock (the wait is crucial because unlocking the device immediately does not cause the issue) unlock the device and see VPN stuck in connecting state error 2023-06-15 10:44:07.728569 +0200 DnsPlusTunnelExtension [DnsPlusTunnelExtension] first light - start of init error 2023-06-15 10:44:07.758136 +0200 DnsPlusTunnelExtension [DnsPlusTunnelExtension] End of init error 2023-06-15 10:44:07.765028 +0200 DnsPlusTunnelExtension [DnsPlusTunnelExtension] startTunnel called default 2023-06-15 10:48:21.506808 +0200 kernel memorystatus_set_process_is_freezable: disabling freeze for pid 234 [DnsPlusTunnelExtension] error 2023-06-15 10:48:21.564663 +0200 DnsPlusTunnelExtension [DnsPlusTunnelExtension] first light - start of init error 2023-06-15 10:50:40.616033 +0200 DnsPlusTunnelExtension [DnsPlusTunnelExtension] End of init <- device was unlocked at this time default 2023-06-15 10:52:05.028110 +0200 kernel memorystatus_set_process_is_freezable: disabling freeze for pid 363 [DnsPlusTunnelExtension] error 2023-06-15 10:52:05.053658 +0200 DnsPlusTunnelExtension [DnsPlusTunnelExtension] first light - start of init <- manually turning the VPN off error 2023-06-15 10:52:05.095438 +0200 DnsPlusTunnelExtension [DnsPlusTunnelExtension] End of init error 2023-06-15 10:52:05.107599 +0200 DnsPlusTunnelExtension [DnsPlusTunnelExtension] startTunnel called