My self-esteem as a JW was actually not too bad. I was a pioneer, then married to an elder, exemplary family, etc, etc, etc. I was a "good example". I was also your typical people-pleaser.
When I finally realized how wrong the WTS was and left, I understood how much of my self-esteem was tied to what other people thought of me. My friends ignored me, my husband threatened to leave me, and the elders made 'visits' to try to 'encourage' me. I felt like I was worthless, a disappointment to everyone who mattered.
Today, my self esteem is tied to who I am as a person, and is measured by MY opinion of myself and no one else's. I am a good person, a good mother, a good wife and friend and neighbor and goshdarnit I've got lots of talent, too, even if I never did go to college! Of course I care what other people think of me (that's just human nature I guess.) The reason I want to improve myself today is so that I can be proud of myself, and be a better person tomorrow - not so that I can please someone else.
I think there's a special kind of freedom in that.
GGG