I've mostly been reading on my ipad and phone for years now, but seriously want to get into reading on an e-ink screen.

Here's what the kind of usecase i want

- ao3 (ideally i want to be able to read from browser)

- access to a google drive folder where i can

- OPTIONAL ability to download books from ao3, ann*'s arch*ve, oce*ans pdf > then change the covers separately (if possible without needing calibre but its not life ending if i need to use it)

Here are the available options for me as of rn

2nd hand ppw 11th gen

PROS

- lots of listings for the green variant (my favorite color)

- more affordable, i can get it rn if i wanted to

- simpler, more user-friendly interface

- superior screen

- more portable

- better battery life

CONS

- i abhor the kindle ecosystem

- idk if jailbreaking will be enough for the type of flexibility that i want (if you guys have any experience w jailbreaking that would be lovely thank you)

- i heard they can be finicky too once jailbroken, and can even revert to original status and you can lose your files on it (can anyone confirm??)

2nd hand boox go 7

PROS

- android (fairly familiar to me)

- a lot more flexible

- i know I'll be able to do all the things i want on it

- physical buttons on the front

CONS

- 3x the price, I'll have to save for a few months more

- worse screen

- overall larger device (less portable)

- more set up involved, like theyre not good straight from the box

Basically, i want to know if a jailbroken ppw is good enough for my usecase.