Well, your timing on this article couldn't be any better. I have been on the same journey as you have, Matt. I am a Systems Admin and have had a sedentary job for 20+ years. I am 6'3" and have been overweight since high school. Sadly, that overweight has steadily cruised to the obese that I am now. I graduated high school in 1991 at around 200 lbs. Today, I weigh just over 340. I can't be sure what my weight is because the scale in my bathroom registers "E" above 340. I have seen 339 here and there, so I think I am floating around right there.
So, that is the climb. I have had some success in losing weight in the past. Back in 2010, I started tracking what I ate. I started with LiveStrong.com (even subscribed to the "Gold" level). The tracking was a real eye-opener and, as another poster commented, knowing what goes in can really help you put the brakes on when you have over done it. The thing that LiveStrong was missing was social interaction. I needed people to help "hold me accountable". After a few months there, I discovered SparkPeople.com. That site was better at tracking and great at the social support. I bought the book and really stuck with it for 6 months. In that time, I lost nearly 40 lbs and got down to 304. I can't really say what the event was that caused me to stop following through with it...I just did. Today, I am back up at the 340(ish) mark.
I have a YMCA membership and a 4-year-old. Those two things together help me with plenty of opportunity to stay active, I just need some support for staying vigilant on my intake. It was just YESTERDAY that I posted an idea to Google+ about using Hangout as a sort-of digital support group ([Link to Post]). I could see logging in once every other night or so and visiting with others that were in the same boat. I know that it is the face-to-face accountability that makes Weight-Watchers effective, and Google just handed us a tool to make it free. Sadly, I don't have that many followers, and my post is barely visible. This morning, as I was wallowing in my unpopularness on G+, I realized that I was trying to sell weightloss to a group of hangout folks....what I should be doing is selling hangouts to a group of weightloss folks. I was sitting here at my computer thinking how I was going to try and bring Hangouts to SparkPeople.com when I read a post bringing me to this conversation. (Hence my comment about timing at the front end of this manifesto/testament).
So, I am in. Hell, I am ALL in. All 340 pounds of me. If you want a tech savvy person with drive, determination and the NEED for some social support to keep me on track, I am your guy. Let's do this.