iPad + Tailscale Issues
I wanted to add a quick note here (sorry about the delay!)
I was finally able to test the iPad/Tailscale setup via a proper wifi connection and it DOES work using the Tailscale IP from the iPad over wifi while the iPad is connected to Tailscale VPN with nothing else changed. Generally, the iPad is connected via personal hotspot from my phone and out to the cell network, so something in that situation seems to be the root cause.
I'm not entirely sure why other iPad based apps don't have issues when used that way, but this should narrow down the scope of the issue a lot. This is fairly edge case, so I completely understand if it's not something y'all want to work on.
Thanks!
iPad + Tailscale Issues
Hi,
After configuring a Tailscale environment on our end, we were unable to reproduce the issue you are encountering.
To assist further, could you please provide the following information:
Your iPad model
The exact version of Tailscale installed
Whether your iPad is managed via MDM and if any per-app VPN profile is configured
Whether you are using an exit node in Tailscale
The result of testing a brand-new SSH entry in RDM that points directly to the Tailscale IP (same IP/port as used in Termius, with no gateway or additional options)
Whether the issue occurs on different networks (e.g., LTE vs Wi-Fi)
Whether the issue occurs on other devices as well
It may also be helpful to try a brand-new setup with minimal configuration changes.
The fact that you are able to ping the Tailscale IP from RDM but cannot connect to it is unusual. Could you please reproduce the issue and send us your application logs?
To do so, open the main menu > Help and Support > Application Logs > Clear Logs. Then attempt to open your RDP and/or SSH entry and go to Help and Support > Submit a Support Ticket to send us the logs.
Thank you in advance for your cooperation.
Best regards,
@Nicholas Lachapelle
Hey -
Thanks for taking a look!
iPad is an iPad Pro 12.9 3rd gen running iPadOS 26.1 with no MDM, etc running and no per-app VPN config that I’m aware of
Tailscale is 1.90.4 and no exit node is being used
Making a new ssh session entry with nothing but the host IP defined results in the same behavior
I tried connecting to the same RDM connection on a Windows box with Tailscale installed and it worked fine
All tests conducted via “WiFI” (mobile hotspot from phone), I’ll test on more traditional WiFi when I get a chance
Submitted a ticket with logs, but I took a look, and it didn’t seem to log much.
Again, much appreciated. If y’all can’t reproduce this on an iPad (or anyone else out there) it very well could be something on my end.
iPad + Tailscale Issues
Hey -
I have tailscale installed on my iPad and verified that it is connected via both the app and VPN screens. Other iPad apps are able to hit the tailscale-sourced IP addresses, including ssh apps (terminus, in this case). I may be missing something obvious here, but the lastest version of RDM on the latest iOS on iPad is able to make an ssh connection to an internet-based server, and is able to use the ping tool to successfully ping the tailscale-sourced IP address, but times out attempting to make an ssh connection to that same tailscale IP (also times out trying to make an RDP connection to a windows server via tailscale IP, so I think it’s a tailscale/vpn/networking type issue?)
Any ideas? Thanks!