Trust fund kid?
I paid for my first bicycle, set of golf clubs and car by a combination of caddying, and scavenging scrap metal from the local garbage tip. Copper, brass, aluminium and lead. Workplace regulations would make that impossible nowadays. Caddying as kids died out about 40 years ago in Australia.
Yes, I am proud of what I have achieved with hard work.
What do you have to be proud of?