Most of the old timers I respect (the successful happy and healthy ones I wouldn’t mind being like someday) seem to all give the same advice. It applies across the board to getting the life you actually want. Could be starting a business, hitting a certain liquid net worth, bagging the one girl you HAVE to have.. etc. The advice is to APPLY PRESSURE. Never let your current circumstances define what is possible for you. Go towards everything you want until either you get it, or God definitively reroutes you towards something better. All of their stories of conquest in business and personal dealings involve massive volatility, ups and downs, falling and getting back up etc. over and over again. The old timers with regrets, on the other hand, just let one or two failures convince them to stop trying. Go get exactly what you want.