So, in being forced to fly the plane, Kimbo is forced to face whatever demon prevented him from being a fully-fledged pilot in the first place. Any ideas out there?
Watched a tragic death of a loved one in an (aviation related) accident.
Caused the tragic death of another in an accident.
Lack of self confidence.
Got chicken **** (no offense) at the concept of going solo when the instructor got out of the plane and said, "It's all yours. I'll sign your logbook after you make three landings."
Ran out of money (over and over again) before finishing flight training, so never had a chance to solo [fly all by your lonesome in the plane with only yourself to rely upon to land safely] or whatever other milestone you needed to get your license.
Flying costs money and takes time. If you don't have both, it won't happen, for a myriad of reasons.
Family illness, duty, obligations, "failure to launch"
Flying is usually a result of following your dreams despite the expense.
Fill in the dots for all the reasonable reasons that would say "NO" to that dream.