This is a very interesting example. If I was still teaching an Astrology class, I'd use this synastry chart as my example.
OK, when I read the 'Leo and Sag, not working out', it surprised me. Usually these 2 fire signs get on well with each other, and inspire each other creatively, like a trine between 2 Suns will do.
Then I looked at the degrees of your Suns. And you have a very tight SQUARE between your two fire sign Suns. Yours being 29 Leo, and his being 1 Sag.
So in reality, you have a conflict between the two personalities. Even though you are both of the fire element, you have a 90 degree angle, which creates tension. Perhaps because you are FIXED and he is MUTABLE.
He likes to be spontaneous and play it by ear. Sadge's like to be flexible and live by the seat of their pants. That is hard for a strong Leo, who would prefer to plan things out a little better. They like to know where things stand.