.... I just don't know why I haven't been lucky.....
That is because it isn't about
luck. It appears that you expect others to finance your wishes, rather than you taking employment, saving money, and funding your own flying training, or else committing some
lengthy time to the military.
I might want to be a millionaire entrepreneur, but that requires a darn good sense of entrepreneurship, which I don't have ....... so I became a pilot instead, by working hard at school and getting selected for military flight training. I had a lengthy career flying military aircraft, during which I paid for my own tuition, exams, and flight tests for an Airline Transport Pilot License, and now I have fly widebody Boeings.
Hard work and dedication is required, not luck.