Upgrade to 24.10.2 - Tailscale fails to start

Apps and Virtualization
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1

Finally took the plunge this morning and upgraded my backup NAS from 24.04.5 to 24.10.2. The upgrade seems to have been successful, the two non-TrueCharts I had installed have migrated over, but one of them (Tailscale) now won’t start. The migration log shows only:

admin@nas[/var/log]$ sudo cat app_migrations.log
[2025/03/19 06:15:39] (DEBUG) app_migrations.migrate():250 - Migration details for 'system-update--2025-03-19_10:11:04' backup on 'software' pool
[2025/03/19 06:15:39] (DEBUG) app_migrations.migrate():253 - 'fasten' app migrated successfully
[2025/03/19 06:15:39] (DEBUG) app_migrations.migrate():253 - 'tailscale' app migrated successfully

app_lifecycle.log is completely empty. When I try to start the Tailscale app, it goes into a “Deploying” state for about a second, switches to “Stopped,” and then repeats the cycle 5-6 times before settling on “Stopped.” No error is given that I can see.

Not quite sure where to start on this–any suggestions?

2

Are you able to monitor the container logs while it’s trying to start to see if there is anything useful there? If it’s failing that quickly you might not get the chance though.

Otherwise maybe post your configuration for Tailscale and someone might spot an issue.

3

That’s the problem–I can’t even mouse over to that button before it stops and restarts.

It’s nothing too unique other that I’m connecting to my own Headscale server using an “extra argument” of --login-server https://foo. I’m going to try a new installation with the same config and see what it does. …and what it did was start and run just fine. Not sure where the problem was, but at least this isn’t a hard one to reinstall.

2 Likes
4

What happened to this?

5

What happened is what I wrote in the post immediately above yours–I removed the app and reinstalled it.

6

Hello, I have the same problem on my truenas. I installed tailscale on 24.04.3 everything worked fine. Then I updated to 24.10.2 and reinstalled my applications. I realized that tailscale says “deploying” and then “stopped” very quickly and this goes on forever. Do you have a solution for me? Thank you very much.

7

My solution is what I posted five months ago in this thread–surely it can’t have been difficult to find: remove the app and reinstall it.

8

Removing the Tailscale app and reinstalling it going through the process again should work. You can also try just replacing the old auth key with a new auth key in the existing (broken) app for Tailscale. That has worked for me several times.

9

Are you saying that 100% of TN systems with the Tailscale App did this!?

I call this not a solution, but a work-around.

The more precise we can be in our expressions, the better A.I. can be trained on the ones that do know.

10

Thank you very much for your answers. Uninstalling and reinstalling tailscale did not change anything. It was a problem with the authentication key. All you had to do was create a new key and use the new one.

11

Of course not–how would I know? I was asked whether I had a solution; that was my solution.

12

I used to have issues where I needed to for whatever reason, issue a new key to make Tailscale work again. I don’t have to do that anymore for whatever reason. I never looked into the how or why, It was just my solution to a minor in my eyes issue.