Usopp is always questionning his worth. But his journey relies on the fact that he needs to evolve on his own. He needs to find the courage in himself.
In my opinion, Usopp is slowed down by a vision of pride that his father left to him. Usopp never had a chance to really live with his father, so he never really knew who he was.. so to cope with the death of his mother, Usopp created a fantasy around his father.
Everyday, Usopp seeks to live up to this fantastic and proud vision he has of his dad, but he is a scaredy cat.. so Usopp is in constant contradiction : "how can I make my father proud when I see him again if I'm always scared ?" > So.. Usopp created a dream, a dream to become a brave and proud warrior of the sea.
But here is the catch. From my point of view, the ENTIRE dream of Usopp stands on the basis of the pride he has for his dad.. and Usopp is about to meet him !
This is why I said that :
This is something I've been waiting for years. Oda prepared all the elements to create a conflictual reunion between Usopp and Yasopp (but also Luffy and Shanks since it stands on the same principle), so I wonder if he will do what I expect him to do here.
And looking at chapter 1126 and the focus on the actions of both protagonists (the two actions being symbolically negative), I think I'm not wrong when I'm saying that Oda is preparing a BIG character development for Usopp (and maybe for Luffy too).