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.)
Plus the kindles will get decent discounts on prime day, black friday and such.
Where do I get DRM-free ebooks to put on a Kobo? I don't support breaking DRM. So I'm using a Kindle because it has the best access to and integration with almost any book I want.
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.