Maybe most interesting you ever did. Question inspired from this video http://www.nationalgeographic.com/explorers/special-features/10explorers-1question/what-is-your-proudest-work-moment/
It was a proud moment to teach digital media technology to middle school students in Oakland, CA. This took place over a series of weeks and the kids simply loved working with the equipment. We taught them about sound, recording, digital photography and they learned how to use digital audio mixers! I was extremely proud of my staff who volunteered their precious time. I'm humbled.
Waking up the morning after an eCommerce launch and seeing that real orders were placed overnight. No feeling like it. Pure joy.
Letting a big problem eat yourself away besides sleep, knowing you're the only person to make it happen, and eventually solving it. However, real truth, planning out a big operation for a few weeks. Server migrations are the best. Knowing there's so much to go wrong. But you're prepped. Pop in Eye of the Tiger, terminals maxed out and you just make it happen. That's higher than jumping out of a plane when you love what you do.
Starting a start-up and launching on Kickstarter. Seeing all the hard work be betting on Kickstarter both rewarding/nerve wrecking