Webster-Meridian definition for success is as follows:
Suc·cess Pronunciation: s
k-
ses
Function: noun
a : degree or measure of succeeding b : satisfactory completion of something c :the gaining of wealth, respect, or fame
Successful Pronunciation səkˈsesfəl/
Function: adjective
accomplishing an aim or purpose
“a successful attack on the town”
having achieved popularity, profit, or distinction.

“a successful actor”
From the above definitions JC could consider himself to be successful. The gaining of wealth, respect or fame. Accomplishing an aim or purpose (hooking a woman with money), having achieved popularity, profit, distinction. (in his own mind)A successful actor. (I think he read the definition and took it too literally).
My definition is different.
On my recent post about going to a reunion dinner with the people I used to work with I made this statement:
This morning I counted my dimes and quarters and thought…