Wordpress.com vs. Wordpress.org: Any Advice?

For some time now, I've been contemplating the switch from Wordpress.com (which I love) to a self-hosted Wordpress.org site. Any advice? The primary reasons I would make the switch are (1) increased functionality and design control, (2) integrating my blogs and firm website into one individual site-which I'm convinced can be done using Wordpress, and (3) to develop my own personal web skills.

What's holding me back(?): Wordpress.com is (1) so easy to use, (2) basically free (I do pay the nominal charges for dropping the ".wordpress" from the name), and (3) I'm a little nervous about the installation and migration.

Thoughts? Suggestions? Prayers?

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