My father, who was from a wealthy family and highly educated, a lawyer, Yale and Columbia, walked out with the benefit of a healthy push from my mother, a seventh grade graduate, who took a typing course and got a secretarial job as fast as she could.
But the cure for most obstacles is, Be decisive.
An essential idea is that if you give to some person or endeavor in life, you will make that more important.
As I said, men value their independence in a weird way, above practically everything.