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I've just tested this and I'm unable to reproduce it. My test went as follows:
Install Synapse onto a VM and create an account using register_new_matrix_user.
Add the VM to Tailscale (wireguard based).
Enable UFW on the VM and confirm that Synapse is only available within the VM and not from the host.
Add an iPhone to the same Tailscale.
Disable WiFi on the iPhone so it is definitely unable to reach the VM directly.
Open Element X and enter the server as http://vm.tailscale.address:8008 (I didn't configure a well-known, reverse proxy or any form of TLS).
Confirm I was able to sign in to the new account through the VPN.
This sounds like a VPN/server-side configuration issue as far as I can tell, so I'm going to close this issue. Feel free to reopen it if you believe this isn't the case and can provide more information to reproduce the problems you're seeing.
You were right. I debugged it using Wireshark, and Element X on iOS does not support TLS 1.3… I had to add TLS 1.2 to my nginx configuration to get it working.
Steps to reproduce
Outcome
What did you expect?
Element X is able to communicate with my homeserver.
What happened instead?
Element X is unable to communicate with my homeserver:
I also don't see any logs on nginx (I'm using nginx as reverse proxy).
Note that Element (not the X) works perfectly fine.
Your phone model
iPhone 13 Mini
Operating system version
iOS 18.1.1 (not working either on iOS 17.X and 18.0)
Application version
Version: 1.9.6 (137) from TestFlight. Also tried with the one available on the App Store.
Homeserver
Synapse v1.120.0, MSC3861 is used.
Will you send logs?
Yes
Here are some logs. I've redacted our internal domain name.
console.2024-11-26-15.log
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