i have a question about love and incompatibility.

my boyfriend of one year and i just broke up. we had been fighting a lot. we were great together and had a great love, but it seemed we couldn’t figure out how to do the relationship right. i had self esteem issues and insecurities, some of which were made up in my head (he told me i was beautiful everyday but somehow i couldn’t believe it because id seen the gorgeous women had dated before me and i felt insufficient compared to them), some of which were caused by him (i have read his emails (wrong, i know) and i saw him sending an old picture of an ex gf who was a beauty pageant queen out to his friends saying “remember when i dated this chick? i cant believe it, pat on the back, i used to be a player”), and some which were just caused by by incompatibilities (i’m more of a grounded person, and he is very flighty and has his head in the clouds and can never seem to be satisfied with anything, so i was worried that would be an issue after years of marriage when things got more boring). my question is, he was really great to me, and im starting to regret how much i didn’t trust him. he is not like most guys…he would never flirt with a woman at a bar or hang out with other girls. he was really great, but i was just scared that he would get bored of me eventually. i couldn’t seem to fight this feeling.

i always did think we had a lot of little incompatibilities. so now im just wondering…was this relationship doomed, or did i mess it up when i didn’t trust him when he told me everyday he wanted me and only me? was it doomed because there were little thing about his personality that just clashed with mine and made me inherently nervous? when do you draw the line of “ok, we can work on this. i know when i act so flighty and unsatisfied it makes you nervous, so ill be more sensitive to your feelings” or “i’m sorry. we just aren’t compatible”? please help  i just need to know for future relationships