You know, people often ask me "Adam, how on Earth do you get so clever about all things digital". If you were to ask me, I'd probably say:
• Don’t Make Me Think by Krugg, obviously.
• http://mashable.com/
• Sign up to the e-consultancy newsletter (think requires becoming a basic/free member) and read stuff like Inexpensive tips to improve usability
• Some cute Flash games: http://www.ferryhalim.com/orisinal/
• Review award-winning digital work like BIMAs awards (I stole one, once).
• Get a copy of Revolution mag; read their site http://www.revolutionmagazine.com/; follow them on Twitter http://twitter.com/andrewmccormick
• http://www.ted.com/
• Wider picture at Economist Technology Quarterly: http://www.economist.com/science/tq/ e.g. this on off/online gaming
• Same for Guardian’s relevant bit each week: http://www.guardian.co.uk/media/digital-media
But bigger than all that is: stop reading, start doing. It’s called interactive for a reason. Start a blog, start tweeting (and follow me), make yourself a 1-page website, share your shots on Flickr, buy an iPhone, explore the Facebook features you’ve always ignored, start a conversation on a YouTube channel, ask a question to your network on LinkedIn, edit an article on Wikipedia – any article!, choose a meetup.com group and turn up one night, create a Google maps mashup of past pet’s resting places, charge $1 a pixel for your homepage, start a new social movement. Get involved! That’s learning.