@adaparisi: Thanks for the report! Can you try using our beta plugin? You can find a download link and instructions here:
https://jetpack.com/download-jetpack-beta/
The beta plugin includes some fixes our developers have been working on for these kind of reported issues. As a result, using it should likely cause these problems to be resolved.
Once you install and activate the beta plugin, go to Jetpack -> Jetpack Beta and choose “Tagged Beta Releases” and make sure the “Auto-Update Jetpack when new betas are available” is checked and click the “Save my choice” button.
After you’ve installed it, can you let me know if any of your current issues persist? If they do, please reply back and we can dive back into the problem.
Once we have a new release of Jetpack that addresses these problems, you can deactivate and delete this plugin.
Please let me know about the above, and we can go from there!