I can confirm @garf17’s note. Deactivating Event Manager Version 5.3.5 makes all the tiled gallery options show up in Settings -> Media and in the gallery builder. As soon as I re-enable Event Manager, they’re gone. Any ideas on how to get this conflict resolved?
I have this issue as well. Am not using Yoast, only one set of og tags when I view source on the post. Have run the URL through FB linter and everything looks correct. I get an image in FB if I drop the URL into a post box directly on facebook, but the auto-post from Jetpack shows the default blue image. (http://bit.ly/126Hjf8)