After launching Jetpack plugin for self-hosted WordPress.org blogs a few days ago, Automattic is now offering its WordPress.com customers who for any reaons actually want to move to .org an upgrade program called "Guided Transfer" -- where for a $99 one-time fee the WordPress.com team will handle every detail and tech thingamajig involved in moving content, theme, domain, and more to any one of the recommended hosts by the comapny.
- WordPress software installation at the recommended host of your choice.
- Transfer your entire WordPress.com site.
- Install and configure Jetpack and a few other plugins to provide features that you've been using on WordPress.com.
- Configure and test permissions so that you'll be able to have one-click installs and upgrades.
- Switching your domain(s).
- Provide full support for you on your new WordPress installation for a two week period.