Interesting move. I fully expect Automattic to do a lot more around offering commercial services through Jetpack, though it raises some interesting questions.

If you go to the WordPress.org plugins page, you'll find Jetpack on the list of recommended plugins. Whenever you see mockups of the new plugin interface, it has Jetpack as a featured plugin. That was fine when it was purely non-commercial, but may not make sense going forward.

Does it give VaultPress an advantage over it's competitors? How are Featured plugins selected? Are plugins by other commercial services eligble to be listed? Are plugins produced by competitors to Automattic's services eligble to be listed?

Not a big issue... yet. But I think this discussion will be had within the next year or so...