Let's put Tailscale on a jailbroken Kindle

> 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

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.

+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.

I agree with your sentiment that the Kobo is better than the Kindle from an... ethical standpoint, if you have the money for one. However, it is worth noting that Kindles will always be cheaper than Kobo devices [0] due to economies of scale and lockscreen advertisements (removable with jailbreaking). From a pure cost perspective, and assuming the user is technically-minded enough to accomplish the jailbreak, the Kindle is likely always [1] a better deal.

[0] as of today, 12/8/25, the "base model" Kindle 11th Generation is priced at $109.99 USD, and the respective Kobo Clara BW is $139.99 USD.

[1] I say "likely always" to cover my bases. To my knowledge Calibre supports Kindle, just not as well as Kobo. That said I have found that the KOreader app is more than powerful enough for my use case (reading my own epubs, using dictionaries, etc.)

That doesn't always hold, if you want color e-ink then Kobo is currently the cheaper option.

Kindle Colorsoft (7" 16GB) - $250

Kindle Colorsoft (7" 32GB) - $280

Kobo Clara Color (6" 16GB) - $160

Kobo Libra Color (7" 32GB) - $230

The Libra also supports a stylus (sold separately) while the Colorsoft doesn't, that's reserved for the much bigger and pricier Kindle Scribe.

How is situation with latency on these readers?

I’ve just acquired the latest gen Kindle and I’m absolutely blown away by how fast it is.

do you mean latency on a color screen? (my experience with color eInk is that it adds quite a lot of latency)