I have been wanting to have an e-reader so I can stop piling up physical books (takes a lot of space) and im not sure if i should straight buy an e-reader (do they have programmed obsolence issues too?) or an affordable and durable netbook/notebook/tablet
I highly recommend getting a used (screw Amazon) Kindle. I very much enjoy the Paperwhite.
Next, jailbreak it with WinterBreak.
Load all the books you want without dealing with Amazon.
Kindle is very affordable but can you jailbreak non-Paperwhite Kindles too? I thought Kindles were very strictly hard to jailbreak while keeping it usable
Yes absolutely. Almost any Kindle model can leverage WinterBreak to install whatever software you prefer.