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For others struggling to have their `.epubs` accepted via email, after reading through this whole thread, the best thing I found was using Amazon's Kindle Previewer program to attempt to open the file. If it opens successfully, then I've had a 100% success rate emailing the files to my Amazon send-to-kindle address. When it fails, there is then a semi-helpful error message to narrow down what needs to be corrected. In my case, it was incorrect font names and Table of Contents links that broke rules.
You will have to correct the errors with any number of the techniques discussed in this thread. I'm obviously not excited about adding more tedium to the process of getting ePubs on my paperwhite, but I regularly read on two different devices. Amazon's whispersync feature has been great for that, but I might re-evaluate if they throw any more wrenches in the works.
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