I've been working on weight loss for awhile now. Right now I'm almost 50 pounds down from my heaviest weight . . . with a long way to go. I'm a big guy on a big frame and can be pretty lean from about 200-230 pounds, but being so big allows me to "carry it well" and that allows me to kid myself until my weight is way out of control. My big goal at this point is 275 by Christmas, when I will take my family on its first real vacation (Disneyworld in Florida.) Last time I was on a plane, it was miserable. This time I expect to be pretty comfortable. 275 is close to my football playing weight in high school; in college I came down to about 230 to be faster. My final goal is 200 even, but that will be very, very lean for me.
Timeline: This month, I rode a 25-mile group bicycle ride. Right now I'm alternating 12-25-mile solo rides in the early mornings with light cardio at the gym, plus spending every lunch hour walking and eating no more than 2000 calories per day.
Next month, I have another 25-mile ride (the L.A.T.E. Ride in Chicago) and will continue training.
In September, I have a "Metric Century" ride scheduled locally--that's 100km/43 miles. To work up to that, I'm going to spend the summer working up to 3 rides per week, 15-28-44 miles. By September, the 43 should be a breeze. That's about 85-90 miles per week depending on small tweaks to the routes.
In December, we go to Disneyworld!
By the June after that, I want to be at or below 220 pounds. That's the cutoff at the skydiving school I've chosen; when I hit the weight, I'm going down there and make my first jump.
My wife jumped on board and lost a bunch of weight as part of a contest at her job. She's now wearing sizes she hasn't worn since before we were married, and she looks great! She's really going to look fantastic on the beach in Florida . . . but she says she won't jump with me. "Someone has to collect the life insurance and raise the kids."