OOOOOOHHHHHH!!!!!

It's Shera, man that was so much more clear than I thought. I really should have more faith in your writing by now masamune1600 .

"Slow and steady wins the race" (Eventually the mission succeeds, which it wouldn't have if Cid had gone with his original cowboy method)
My life affirms such is the case. (Basically same clue, but adds the sense of Shera's whole story basically revolving round this)
"Slow and steady..." usurps dreams (Her method took away Cid's first shot at space)
Crushes hopes, or so it seems (As above, but she actually stopped him being killed)
"Slow and steady..." saves a life (The first mission, saves Cid)
Twice saves one, and once saves Strife (Saves Cid in two missions, Cloud in one)
"Slow and steady..." I confirmed
I was right, twice saved has learned. (Cid finally finds out Shera was right in her method)

Nice riddle , I have exams, so I don't really want to come up with one, I will try if the thread looks like it'll die.