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Saint Logan

Unable to connect any server after downgrade MacOS (Ventura - Monterey)

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Hello, guys! I had been reinstall MacOS on the MacBook Pro (Intel).
When I have MacOS Ventura - the were no be a lot of problems with connection to some servers.
This time I use MacOS Monterey and I have been downloaded the last version of Eddie client for MacOS (zip and dmg). 
Firstly I had some problems with no ROOT permissions of (Wireguard-go and wg).
I solved that problem, but now there is a new problem.

Pocket Version of the Eddie

. 2025.05.08 12:28:43 - Eddie version: 2.24.6 / macos_x64, System: MacOS, Name: macOS 12.7.4, Version: 12.7.4, Framework: v4.0.30319
. 2025.05.08 12:28:43 - Raise system privileges
. 2025.05.08 12:28:49 - Collect network information
. 2025.05.08 12:28:50 - Reading options from /Users/yamal/.config/eddie/default.profile
. 2025.05.08 12:28:51 - OpenVPN - Version: 2.6.12 - OpenSSL 3.3.2 3 Sep 2024, LZO 2.10 (/private/var/folders/r3/dh8n7r213jq68drr6psjd9l00000gn/T/AppTranslocation/7B2D461E-E22A-4E1B-A0FE-E7699940491E/d/Eddie.app/Contents/MacOS/openvpn)
. 2025.05.08 12:28:51 - SSH - Version: OpenSSH_8.6p1, LibreSSL 3.3.6 (/usr/bin/ssh)
. 2025.05.08 12:28:51 - SSL - Version: 5.56 (/private/var/folders/r3/dh8n7r213jq68drr6psjd9l00000gn/T/AppTranslocation/7B2D461E-E22A-4E1B-A0FE-E7699940491E/d/Eddie.app/Contents/MacOS/stunnel)
I 2025.05.08 12:28:51 - Ready
. 2025.05.08 12:28:53 - Collect information about AirVPN completed
I 2025.05.08 12:29:15 - Session starting.
. 2025.05.08 12:29:15 - Activation of Network Lock - macOS - PF
I 2025.05.08 12:29:20 - Checking authorization ...
! 2025.05.08 12:29:21 - Connecting to Phact (Latvia, Riga)
. 2025.05.08 12:29:21 - Routes, add 46.183.218.148/32 for interface "en0".
. 2025.05.08 12:29:21 - WireGuard > Setup start
. 2025.05.08 12:29:22 - WireGuard > Setup complete
. 2025.05.08 12:29:23 - WireGuard > Setup interface
. 2025.05.08 12:29:23 - WireGuard > Received first handshake
. 2025.05.08 12:29:23 - Workaround to enable IPv6 DNS lookups activated
. 2025.05.08 12:29:23 - DNS of a network adapter forced (USB 10/100/1000 LAN, from Automatic to 10.128.0.1, fd7d:76ee:e68f:a993::1)
. 2025.05.08 12:29:23 - DNS of a network adapter forced (Wi-Fi, from 4.4.4.4, 8.8.8.8 to 10.128.0.1, fd7d:76ee:e68f:a993::1)
. 2025.05.08 12:29:23 - DNS of a network adapter forced (Thunderbolt Bridge, from Automatic to 10.128.0.1, fd7d:76ee:e68f:a993::1)
. 2025.05.08 12:29:24 - Routes, add 0.0.0.0/1 for interface "utun3".
. 2025.05.08 12:29:24 - Routes, add 128.0.0.0/1 for interface "utun3".
. 2025.05.08 12:29:24 - Routes, add ::/1 for interface "utun3".
. 2025.05.08 12:29:24 - Routes, add 8000::/1 for interface "utun3".
. 2025.05.08 12:29:24 - Routes, add 46.183.218.151/32 for interface "utun3".
. 2025.05.08 12:29:24 - Routes, add 2a02:4840:2:237:f7aa:6885:e43:c761/128 for interface "utun3".
. 2025.05.08 12:29:24 - Flushing DNS
I 2025.05.08 12:29:35 - Checking route IPv4
. 2025.05.08 12:30:11 - Checking route (4° try)
. 2025.05.08 12:30:26 - Checking route (5° try)
E 2025.05.08 12:30:36 - Checking route IPv4 failed, last reason: Fetch url error:Timeout was reached
! 2025.05.08 12:30:36 - Disconnecting
. 2025.05.08 12:30:37 - WireGuard > Stop request received
. 2025.05.08 12:30:37 - WireGuard > Stopping
. 2025.05.08 12:30:37 - WireGuard > end
. 2025.05.08 12:30:37 - Routes, delete 0.0.0.0/1 for interface "utun3", not exists.
. 2025.05.08 12:30:37 - Routes, delete 128.0.0.0/1 for interface "utun3", not exists.
. 2025.05.08 12:30:37 - Routes, delete ::/1 for interface "utun3", not exists.
. 2025.05.08 12:30:37 - Routes, delete 8000::/1 for interface "utun3", not exists.
. 2025.05.08 12:30:37 - Routes, delete 46.183.218.148/32 for interface "en0".
. 2025.05.08 12:30:37 - Routes, delete 46.183.218.151/32 for interface "utun3", not exists.
. 2025.05.08 12:30:37 - Routes, delete 2a02:4840:2:237:f7aa:6885:e43:c761/128 for interface "utun3", not exists.
. 2025.05.08 12:30:37 - DNS of a network adapter restored to original settings (USB 10/100/1000 LAN, to Automatic)
. 2025.05.08 12:30:37 - DNS of a network adapter restored to original settings (Wi-Fi, to 4.4.4.4, 8.8.8.8)
. 2025.05.08 12:30:37 - DNS of a network adapter restored to original settings (Thunderbolt Bridge, to Automatic)
. 2025.05.08 12:30:37 - Workaround for enabling IPv6 DNS lookups deactivated
. 2025.05.08 12:30:37 - Collect network information
. 2025.05.08 12:30:38 - Connection terminated.

Desktop Version of the Eddie
 
. 2025.05.08 12:32:49 - Eddie version: 2.24.6 / macos_x64, System: MacOS, Name: macOS 12.7.4, Version: 12.7.4, Framework: v4.0.30319
. 2025.05.08 12:32:49 - Raise system privileges
. 2025.05.08 12:32:55 - Collect network information
. 2025.05.08 12:32:57 - Reading options from /Users/yamal/.config/eddie/default.profile
. 2025.05.08 12:32:57 - OpenVPN - Version: 2.6.12 - OpenSSL 3.3.2 3 Sep 2024, LZO 2.10 (/Applications/Eddie.app/Contents/MacOS/openvpn)
. 2025.05.08 12:32:57 - SSH - Version: OpenSSH_8.6p1, LibreSSL 3.3.6 (/usr/bin/ssh)
. 2025.05.08 12:32:57 - SSL - Version: 5.56 (/Applications/Eddie.app/Contents/MacOS/stunnel)
I 2025.05.08 12:32:57 - Ready
. 2025.05.08 12:32:59 - Collect information about AirVPN completed
. 2025.05.08 12:33:48 - Collect information about AirVPN completed
I 2025.05.08 12:33:53 - Session starting.
. 2025.05.08 12:33:53 - Activation of Network Lock - macOS - PF
I 2025.05.08 12:33:58 - Checking authorization ...
! 2025.05.08 12:33:59 - Connecting to Phact (Latvia, Riga)
. 2025.05.08 12:33:59 - Routes, add 46.183.218.148/32 for interface "en0".
. 2025.05.08 12:33:59 - WireGuard > Setup start
. 2025.05.08 12:34:00 - WireGuard > Setup complete
. 2025.05.08 12:34:01 - WireGuard > Setup interface
. 2025.05.08 12:34:01 - WireGuard > Received first handshake
. 2025.05.08 12:34:01 - Workaround to enable IPv6 DNS lookups activated
. 2025.05.08 12:34:01 - DNS of a network adapter forced (USB 10/100/1000 LAN, from Automatic to 10.128.0.1, fd7d:76ee:e68f:a993::1)
. 2025.05.08 12:34:01 - DNS of a network adapter forced (Wi-Fi, from 4.4.4.4, 8.8.8.8 to 10.128.0.1, fd7d:76ee:e68f:a993::1)
. 2025.05.08 12:34:01 - DNS of a network adapter forced (Thunderbolt Bridge, from Automatic to 10.128.0.1, fd7d:76ee:e68f:a993::1)
. 2025.05.08 12:34:02 - Routes, add 0.0.0.0/1 for interface "utun3".
. 2025.05.08 12:34:02 - Routes, add 128.0.0.0/1 for interface "utun3".
. 2025.05.08 12:34:02 - Routes, add ::/1 for interface "utun3".
. 2025.05.08 12:34:02 - Routes, add 8000::/1 for interface "utun3".
. 2025.05.08 12:34:02 - Routes, add 46.183.218.151/32 for interface "utun3".
. 2025.05.08 12:34:02 - Routes, add 2a02:4840:2:237:f7aa:6885:e43:c761/128 for interface "utun3".
. 2025.05.08 12:34:02 - Flushing DNS
I 2025.05.08 12:34:13 - Checking route IPv4
. 2025.05.08 12:34:49 - Checking route (4° try)
. 2025.05.08 12:35:03 - Checking route (5° try)
E 2025.05.08 12:35:14 - Checking route IPv4 failed, last reason: Fetch url error:Timeout was reached
! 2025.05.08 12:35:14 - Disconnecting
. 2025.05.08 12:35:14 - WireGuard > Stop request received
. 2025.05.08 12:35:14 - WireGuard > Stopping
. 2025.05.08 12:35:14 - WireGuard > end
. 2025.05.08 12:35:14 - Routes, delete 0.0.0.0/1 for interface "utun3", not exists.
. 2025.05.08 12:35:14 - Routes, delete 128.0.0.0/1 for interface "utun3", not exists.
. 2025.05.08 12:35:14 - Routes, delete ::/1 for interface "utun3", not exists.
. 2025.05.08 12:35:14 - Routes, delete 8000::/1 for interface "utun3", not exists.
. 2025.05.08 12:35:14 - Routes, delete 46.183.218.148/32 for interface "en0".
. 2025.05.08 12:35:14 - Routes, delete 46.183.218.151/32 for interface "utun3", not exists.
. 2025.05.08 12:35:14 - Routes, delete 2a02:4840:2:237:f7aa:6885:e43:c761/128 for interface "utun3", not exists.
. 2025.05.08 12:35:14 - DNS of a network adapter restored to original settings (USB 10/100/1000 LAN, to Automatic)
. 2025.05.08 12:35:14 - DNS of a network adapter restored to original settings (Wi-Fi, to 4.4.4.4, 8.8.8.8)
. 2025.05.08 12:35:14 - DNS of a network adapter restored to original settings (Thunderbolt Bridge, to Automatic)
. 2025.05.08 12:35:14 - Workaround for enabling IPv6 DNS lookups deactivated
. 2025.05.08 12:35:14 - Collect network information
. 2025.05.08 12:35:15 - Connection terminated.
I 2025.05.08 12:35:17 - Cancel requested.
. 2025.05.08 12:35:17 - Deactivation of Network Lock
! 2025.05.08 12:35:17 - Session terminated.
Help me please to solve this problem....

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Posted ... (edited)

EDIT: After a simple router restart it seems to be working.

 

It seems that I'm also getting similar handshake timeouts this morning.
It seems that this is happening with my wired ISP (att) and not my mobile carrier (googlefi)

Logs from att attempt:

 

. 2025.05.08 07:24:11 - Eddie version: 2.24.6 / linux_x64, System: Linux, Name: Debian GNU/Linux 12 (bookworm), Version: 12 (bookworm), Framework: 6.8.0.96 (tarball Wed Jan 15 10:20:48 UTC 2020); Framework: v4.0.30319
. 2025.05.08 07:24:11 - Command line arguments (1): path.resources="/usr/share/eddie-ui"
. 2025.05.08 07:24:11 - Collect network information
. 2025.05.08 07:24:12 - Reading options from /home/john/.config/eddie/default.profile
. 2025.05.08 07:24:12 - OpenVPN - Version: 2.6.3 - OpenSSL 3.0.15 3 Sep 2024, LZO 2.10 (/sbin/openvpn)
. 2025.05.08 07:24:12 - SSH - Version: OpenSSH_9.2p1 Debian-2+deb12u5, OpenSSL 3.0.15 3 Sep 2024 (/usr/bin/ssh)
. 2025.05.08 07:24:12 - SSL - Version: 5.68 (/usr/bin/stunnel4)
I 2025.05.08 07:24:13 - Ready
. 2025.05.08 07:24:15 - Collect information about AirVPN completed
I 2025.05.08 07:24:22 - Session starting.
. 2025.05.08 07:24:22 - Activation of Network Lock - Linux iptables-legacy
I 2025.05.08 07:24:22 - Checking authorization ...
! 2025.05.08 07:24:24 - Connecting to Terebellum (United States of America, New York City)
. 2025.05.08 07:24:24 - Routes, add 198.44.136.30/32 for interface "enp5s0".
. 2025.05.08 07:24:24 - WireGuard > Setup start
. 2025.05.08 07:24:24 - WireGuard > Setup complete
. 2025.05.08 07:24:24 - WireGuard > Setup interface
W 2025.05.08 07:25:15 - WireGuard > Handshake timeout
! 2025.05.08 07:25:15 - Disconnecting
. 2025.05.08 07:25:16 - WireGuard > Stop request received
. 2025.05.08 07:25:16 - WireGuard > Stopping
. 2025.05.08 07:25:16 - WireGuard > Completed
. 2025.05.08 07:25:16 - Routes, delete 0.0.0.0/1 for interface "Eddie", not exists.
. 2025.05.08 07:25:16 - Routes, delete 128.0.0.0/1 for interface "Eddie", not exists.
. 2025.05.08 07:25:16 - Routes, delete ::/1 for interface "Eddie", not exists.
. 2025.05.08 07:25:16 - Routes, delete 8000::/1 for interface "Eddie", not exists.
. 2025.05.08 07:25:16 - Routes, delete 198.44.136.30/32 for interface "enp5s0".
. 2025.05.08 07:25:17 - Routes, delete 173.249.217.3/32 for interface "Eddie", not exists.
. 2025.05.08 07:25:17 - Routes, delete 2607:9000:a000:25:a754:71e5:6b3e:e722/128 for interface "Eddie", not exists.
. 2025.05.08 07:25:17 - Collect network information
. 2025.05.08 07:25:17 - Connection terminated.


and a successful connect from mobile:

. 2025.05.08 07:30:09 - Eddie version: 2.24.6 / linux_x64, System: Linux, Name: Debian GNU/Linux 12 (bookworm), Version: 12 (bookworm), Framework: 6.8.0.96 (tarball Wed Jan 15 10:20:48 UTC 2020); Framework: v4.0.30319
. 2025.05.08 07:30:09 - Command line arguments (1): path.resources="/usr/share/eddie-ui"
. 2025.05.08 07:30:09 - Collect network information
. 2025.05.08 07:30:09 - Reading options from /home/john/.config/eddie/default.profile
. 2025.05.08 07:30:10 - OpenVPN - Version: 2.6.3 - OpenSSL 3.0.15 3 Sep 2024, LZO 2.10 (/sbin/openvpn)
. 2025.05.08 07:30:10 - SSH - Version: OpenSSH_9.2p1 Debian-2+deb12u5, OpenSSL 3.0.15 3 Sep 2024 (/usr/bin/ssh)
. 2025.05.08 07:30:10 - SSL - Version: 5.68 (/usr/bin/stunnel4)
I 2025.05.08 07:30:11 - Ready
. 2025.05.08 07:30:12 - Collect information about AirVPN completed
I 2025.05.08 07:30:15 - Session starting.
. 2025.05.08 07:30:15 - Activation of Network Lock - Linux iptables-legacy
I 2025.05.08 07:30:15 - Checking authorization ...
! 2025.05.08 07:30:16 - Connecting to Terebellum (United States of America, New York City)
. 2025.05.08 07:30:16 - Routes, add 198.44.136.30/32 for interface "wlp0s20f3".
. 2025.05.08 07:30:16 - WireGuard > Setup start
. 2025.05.08 07:30:16 - WireGuard > Setup complete
. 2025.05.08 07:30:16 - WireGuard > Setup interface
. 2025.05.08 07:30:17 - WireGuard > Received first handshake
. 2025.05.08 07:30:17 - DNS of the system switched to VPN DNS - via /etc/resolv.conf)
. 2025.05.08 07:30:17 - Routes, add 0.0.0.0/1 for interface "Eddie".
. 2025.05.08 07:30:17 - Routes, add 128.0.0.0/1 for interface "Eddie".
. 2025.05.08 07:30:17 - Routes, add ::/1 for interface "Eddie".
. 2025.05.08 07:30:17 - Routes, add 8000::/1 for interface "Eddie".
. 2025.05.08 07:30:18 - Routes, add 173.249.217.3/32 for interface "Eddie".
. 2025.05.08 07:30:18 - Routes, add 2607:9000:a000:25:a754:71e5:6b3e:e722/128 for interface "Eddie".
. 2025.05.08 07:30:18 - Flushing DNS
. 2025.05.08 07:30:18 - Flush DNS - dnsmasq restart via systemctl
I 2025.05.08 07:30:18 - Checking route IPv4
I 2025.05.08 07:30:18 - Checking route IPv6
I 2025.05.08 07:30:19 - Checking DNS
. 2025.05.08 07:30:19 - Collect network information
! 2025.05.08 07:30:19 - Connected.
Edited ... by amuq

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