Resources mentioned in the official page[1] are quite good. Also I recall watching a video (can't dig it now - on a train & typing on my phone) by Prof Carsten Dominik, who started the Org-Mode project.

Meanwhile, FWIW, I'm happy to report (the age-old boring truth) that consistently using it in my daily workflow for the last one year -- didn't even break for a week, except when on holidays -- resulted in making the habit stick.

[1] http://orgmode.org/worg/