In every generation of the royal family there seems to be a playboy type, as there is in most families but the royal family are better documented. Harry is the playboy of his generation, and his previous girlfriends spotted it. Prince Andrew is his, Prince William of Gloucester, (killed in a flying accident) was his; The Duke of Kent, brother of George VI, was his, with strong competition from the Duke of Windsor, and way back to most of the sons of George 111, and before.
Harry apparently could have stayed in the army but chose not to; I believe he is perfectly happy in his present life, doing nothing very much, with no responsibility and a very strong -willed wife to make all the decisions and earn the money. His choice.