Earlier quoted context omitted.
Its an extremely isolated data point. He was born rich. Had the money and privilege to do coaching to go to an elite Indian engineering college. Went to US from there. When he came back his buddies from college where VCs. They funded him. His startup collapsed terribly even after so much of luck, privilege and funding. So now he gives outdated gyaan(wisdom) in Twitter.
This is true everywhere tbh. Bill Gates, Mark Zuckerberg, Jeff Bezos all came from families that were upper-middle class or rich. It's not a bad thing imo since families should strive to improve their situation with every generation, but it's important to highlight that rags-to-riches stories are extremely rare. There are probably many who also got their visa rejected and were stuck with huge loans for their studies…
Upper middle class covers a lot of commonplace jobs like dentists, accountants, engineers, etc.
Also you're leaving out lots of people that do come from even more humble origins like Steve Jobs, Oprah, Jay Z, Soros, etc.