I grew a bit frustrated with Octopress. Too much work to keep multiple development environments in sync. Then Apple broke my ruby installation in a recent Mountain Lion example. So I decided to bite the bullet and install WordPress.
Not too sure how I feel about that.
My original reasons to moving to Octopress was that I could use the best text editor and get out of the hassle with updating my installation and focus on writing. I think that in the end, it worked, but the ever present config issues lingered.
In fact, I appreciate the web based interfaces for authoring and administration. Having it centralized and accessible from any browser is a bonus. In fact the only consistent client that I had was the locally hosted version on my VPS. Granted I had to use VIM to do all my authoring, but I suppose some would think that advantageous.