And there are ways to convert your library so you don't have to make the same mistake twice.
De-DRM-ed backups aren't necessarily a bad idea though, I'm with you on that.
Exactly. While de-drm-ing things for backup is nice (although I could just torrent it anyway if that's the case), some people often forget why we use kindle and the it's 'ecosystem'. Great selection on many languages, good device, good apps for mac/windows/android/iphone/ipad, extremely convenient, constant sales on books, etc...
You should test your backup. And the best way to test a de-drmed book is by reading it.
I was never inconvenienced by being on the Kindle ecosystem, since anything I would like is there, and possibly for a lower price than the rest. Plus, the reader syncs to the cloud, and if I'm stuck waiting somewhere for an appointment, I can just continue reading on my phone.
Using Calibre and de-drm-ing books is way more of an inconvenience. If anything ever happens and Amazon wipes out my library, I would just feel like I could get an already de-drm-ed "backup" from someone else, to the same effect as doing the process myself
Also, last time I tried, Kobo's phone app was just not good. There was no vertical scroll like Kindle, the animations were not smooth. The online store is also a bit weirder for me to navigate - but that might be just me.
And last, if it was not bought at their online store, it won't have sync between devices, AFAIK
If that wasn't an option I'd never buy a single ebook.