OP: You mentioned you were a tech guy and you're starting to eat healthier...
If you're anything like me and have an android or Iphone, look into downloading the Myfitnesspal app. I don't normally promote things like this, but it is the simplest and most effective way to track your eating, exercise, and weightloss.
About a year ago I was at 221 and dropped to 180 just by changing my eating habits. I fell off the wagon and gained 31 pounds back. I am now in the process of re-losing the weight I lost a year ago. This time, I have started cycling.
At this point, I can't wait to get out of work to go for a ride. If you do it for a few weeks, it will become a good habit that you won't want to break.
Also, if you do sign up for Myfitnesspal, you can add me and others as contacts to help share in your triumphs.