65-year-old quit his job to start a business–now he's worth $11B

Weird title. He must have been 38 when he founded his first company in 1996. https://en.m.wikipedia.org/wiki/Jay_Chaudhry

Lottery winner wins lottery, twice.

Together, they plunged their life savings — roughly $500,000 — into SecureIT, a cybersecurity software startup they co-founded in 1997. ... By 2007, they ... decided it was time to launch "one big company.... That company was Zscaler, which aimed to help companies transition away from outdated firewalls and into the cloud era. ... Today, it brings in $1.6 billion in annual revenue and has a market value of roughly $30 billion.

The 65 year old was 38 when the first company was founded, and 48 when he doubled down.

The interview such as it is ... doesn't add much more, though the discussion of risk and skin-in-the-game is more interesting than the headline angle.