My first proud moment was losing 25lbs. When that happened it was the first time I'd ever been successful at losing any amount of weight ever.
Losing 50lbs was amazing! I could not remember a time in my adult life when I was ever that "thin."
Buy a pair of pants "off the rack" at a normal store and not at a plus size store was amazing. I convinced myself the jeans were marked wrong and had the sales girl get me 5 different pairs and boom they all fit.
Signing up for the gym. This is something I never in a million years thought I would ever do. And going to the gym too.