how well does the battery hold up after that long?
Mine is only like 2-3 years old and I charge it so rarely. I can read several entire books on a charge easily. It lasts months. I imagine even if the battery degraded significantly it would be quite usable.
I replaced the battery in mine. Unlike big tech, I believe in repairing old devices.
Something Amazon have not considered is how many of these old devices are used as companion devices for other high end kindle owners. I have a scribe and old paperwhite and use them interchangably, with cloud sync of reading position etc, which won't be possible after 20 may.
My paper white is about 7/8 years old, and is still holding up fine though the battery is noticeably degraded - charging it approximately once a week now.
I was also having a play with a demo model of the latest one in a store and the page turn speed is much much better, which is tempting me to upgrade though I'd prefer to run the current one into the ground first.