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Originally Posted by kovidgoyal
Easy to test, just make a smaller one. 
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Just did, and it started working now.
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As for an option to downsample images, it's certainly a possibility, but you've picked a bad time to ask as calibre's conversion subsystem is undergoing a re-organization and new features are on hold until that is complete
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I am in no hurry - I don't expect to switch to EPUB sooner than a new firmware (with full justification, better stability and faster page turns) appears (if that ever happens). I was just testing my setup for converting all HTML books into LRF/EPUB with one command :-)
In fact, all I need is a simple YES-NO answer: Do you plan to include optimization for specific devices within say 6 months? YES will be great, but NO is just as good - due to the process I use to create my ebooks, I can just as well add an image-optimalization step to my frontend. It's not as if it were a lot of code, after all...