Let's put Tailscale on a jailbroken Kindle
9 comments
·December 8, 2025Havoc
> is available for all but the most up-to-date Kindles
Bought one from eBay to try it out. Silly me connected it to wifi and suddenly it’s up to date and no longer breakable
jsheard
If you want a cheap rooted eReader I think you're better off getting a Kobo instead, they don't officially support rooting but AFAICT they make basically no effort to prevent it.
tfsh
+1 to a Kobo, they cheaper and better than Kindles, with full Calibre support (https://github.com/kovidgoyal/calibre - OSS which has been in development for ~20 years!).
The way you install additional software is literally just moving files into folders whilst its plugged into your computer. I'm sure it could handle Tailscale.
graemep
I use the Calibre support, but did not know you could install additional software that easily!
_fzslm
You can also run Syncthing on a jailbroken Kindle. That opens up a world of possibilities!
2OEH8eoCRo0
What kernel version is it running?
I wanted to add an old paperwhite to a kubernetes cluster and the ancient kernel held me back.
I used Tailscale on my remarkable tablet for a while; synchronizing documents over ssh is a lot easier with a static IP. It's fairly hard to get stuff to start on boot on the RM, or at least it was at the time, so I eventually moved off that plan. But it was pretty awesome to be able to ssh in from anywhere in the world.