[chyron8472]

Neither Amazon nor anyone who sells books through them is going to bother you about deDRMing your ebooks for personal use.

First, if they did, it would be terrible PR for them to have to deal with. Second, how many (tens of) thousands of Kindles have they sold and how many (hundreds of thousands or) millions of ebooks have they sold by now? It's not a feasible task to expect that they would have servers dedicated to examining every ebook on every Kindle at all times that they are corrected to the net.

Frankly, Amazon doesn't care. They want to sell you books. As soon as it starts hurting their profit margin, then they might care but not before. Besides that, having wifi/3g access on your Kindle is a service designed to better organize your notes/marks, keep the same book on the same page between devices, allow you quick access to your Archived ebooks, and make it easier to buy books from Amazon's Store; it's not a leash with which they will monitor your DRM breaking activities.

As soon as you break the DRM on an ebook, syncing your notes and last page read between devices doesn't work anymore, as well the ebook in question will immediately appear in your Archived Items as soon as you next connect your Kindle to the net. Seeing how removing DRM from a file effectively disables a number of Kindle services for that particular file, I'm not sure if Amazon is too bent out of shape about it really.

Also, if an ebook is DRMless, how is Amazon to know specifically that you bought said ebook from them rather than buying it elsewhere and had it converted to mobi?

Honestly, the fact that breaking the DRM on a book makes it appear in my Archived Items always suggested to me that the Kindle only looks to update ebooks that are encrypted and ignores those that are not.