[Applejinx]

I can tell you what I'd like to do with my Kindle, that's absolutely worth jailbreaking it.

I use it for my own .mobi files from a variety of sources, including books I wrote myself. I purchased mine and paid to have no advertising on it.

I would roll back to the previous operating system, which did not have advertisements on the homescreen and did not make me navigate two levels deep just to get past subfolders and a 'downloaded' option hiding my own books from me by default, and I would remove its ability to update itself or do anything via wi-fi.

I would just connect it via USB for all file management, and that would be perfect for me.

Needless to say, I'm really frustrated with the 'update' I never asked for OR installed, which has screwed up these things. I am very, very interested in what can be done with this jailbreaking. All the more as I don't wish ever to purchase a book through Amazon again, if this is the direction they're going. And they are, they obviously are.

[int_19h]

One nifty trick that I found few people know about, is that you can upload your own .mobi books into the Kindle cloud. Just use the email that they provide to upload PDFs and the like.

Once the books are there, they show in your cloud collection and are available for download, same as Amazon-purchased books. Better yet, you will also get cloud sync across devices for current location, bookmarks etc - probably the most enticing reason to go down this route.

(Not sure if this is helpful to you, if you really prefer to manage files directly via USB. But might be helpful to someone else.)

[S4M]

The first thing I did was to turn off the wifi on my kindle, so I don't have to deal with upgrades or ads. And somehow I can add my own .mobi file to my kindle via usb. I added pdfs I converted to .mobi that way (with some software I found through a google search).

[dublinben]

It sounds like you should just buy a different e-reader then. The kindle is not the right product for you.