Hey, you've started something here!
My story: I started sailing years ago, twenty years ago, then had a big layoff for ten years and have really got back into it over the last 18 months. During the ten year sabbatical I stacked on the weight and ended up at around 94 kg. At 5'6" that wasn't a real good look!
After breaking a bit of gear and really not having fun because of the added kg's I got serious and started shedding the weight. For me, the main trick was to stop eating bread, and all that usually accompanies it. That was Christmas 2014.
So, six weeks saw me shed 10kg without even trying. At that point sailing was suddenly a lot easier, faster and fun again. Now I could also run effectively, so after 4 months another 8 kg's disappeared. It's now a year later and it's all stayed off, but I do a lot more fitness training as well now, running, swimming and cycling. I only do these things in order to maintain fitness for sailing.. I sit at 76kg now.
So. the differance between now and then......Huge. I can use smaller boards, smaller sails or go out in lighter winds. Everthing is easier, from waterstarting thru to gybing, and jumping. I reckon gear will last longer as well, because it's not getting loaded up so much. The biggest issue is having a small enough sail on the big wind days!
Motivators for me are continued enjoyment of the sport I really love and now my eldest son is getting into it as well, so I want to keep in shape so we can continue to sail together..
One last thing, for us mere mortals, all the super hi-tech lightweight gear is a waste of time if you're carrying the extra weight yourself! On the other hand I can buy the non- carbon gear at a fraction of the price and effectively not carry a weight penalty if I maintain my own weight. Yep I'm a tight arse as well!
Good luck with the program.... it's really, really worth it!

