Weight Loss Deadlnes?

I don't have a deadline as such, but want to have my swimming, running and cycling mileages way up by June and also hopefully I will have dropped another 6 % body fat. I am faster and fitter and stronger at this heavier weight, but my goal is to lose body fat by June this year (partly so I don't look so ridiculous in the wetsuit and tri-suit during the triathlon)

I have sort of a rough deadline, which is sometime towards the end of the year. I won't disappointed if I don't make it though, because I've got plenty of time.

I guess I have a different approach. Hard deadlines work well for me only when I am held accountable by someone else (like at work). Self imposed deadlines are far too easy for me to be like "oh well!" when it looks like I won't make it.

So instead of focusing on the goal of "lose x amount of weight in x time frame", my goal is actually "stick to the diet every day of the week" - and if I do so then I have permission to buy myself a prize. (Monetary limit of $60 on the prize, and the prize cannot be food.) My biggest problem is consistency - I frequently start things, get bored, and move on to other things. That's why I've only finished 5 video games ever in my entire life and why I have so many unfinished craft projects lying around. So instead of stressing myself out that I didn't achieve the rate and now I'm off track for the goal deadline, I am focusing more on rewarding myself for staying consistent with the methods of weight loss.

My deadline is not so much about how much weight I need to lose in a certain amount of time. I've set myself deadlines like that before but when I see that I'm not going to make it I just quit. This time around I have a different approach that I feel will work better.
I'm not a runner, I haven't been able to run more than a couple minutes at a time in over ten years. I do walk or hike a couple miles a week with my dog. But I decided to set myself a goal of running a 10K Mud Run on June 1st. It seems like fun plus it'll keep me motivated to train, because a couple friends are also going to do it. I'm competitive at everthing I do, so even though I'm the only that can't really run I WILL FINISH THE RUN. Along with training I will eat better and log my calories.

So my goal Isn't to lose X amount of weight in 5 months. It's to be able to finish the run in 5 months. The weight that will come off is just a bonus. I know at my current weight it'll be almost impossible to run the whole race, so by then I should be about 30lbs lighter.