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253 timelines
011971

Marc Andreessen

Built the first popular web browser at 22 while earning $6.85/hour, co-founded Netscape, nearly went broke with Loudcloud, then became one of Silicon Valley's most powerful VCs with Andreessen Horowitz.

021977

Tim Ferriss

Bootstrapped BrainQuicken from his apartment, survived a suicidal depression crisis at Princeton, then got rejected by 26 of 27 publishers before The 4-Hour Workweek became a movement. Now a top angel investor and host of a podcast with 1 billion+ downloads.

031978

Steve Chen

Taiwanese-American engineer who dropped out of college for PayPal, co-founded YouTube above a pizzeria at 26, sold it to Google for $1.65B in 20 months, survived two brain surgeries, and now backs Taiwanese startups.

041970

Tom Anderson

Tom Anderson co-founded Myspace in 2003 and became the internet's default first friend to hundreds of millions. Sold it for $580M in 2005, watched Facebook crush it, walked away in 2009, now shoots landscape photography full-time.

051983

Steve Huffman

Reddit co-founder/CEO. Coded the site solo in Lisp at 21 after YC rejected his first pitch, sold it for $10M at 22, left for 6 years to build Hipmunk, then returned in 2015 to fix Reddit — IPO'd it in 2024, became a billionaire in 2025.

061958

Steve Case

Steve Case turned a near-bankrupt video game startup into AOL, the company that put America online. Then he engineered the $164B AOL-Time Warner merger everyone still calls the worst deal ever. Now he funds startups outside Silicon Valley.

071967

Pierre Omidyar

French-born, Iranian-American founder of eBay, coded over Labor Day weekend 1995 as a side hobby. Hired Meg Whitman to actually run it, became a billionaire at 31, then poured his fortune into journalism, microfinance, and democracy causes.

081960

Reed Hastings

Co-founded Netflix in 1997 after cashing out of a software company he says he ran badly. Turned DVDs-by-mail into a streaming giant, survived the 2011 Qwikster meltdown, and stepped down as CEO in 2023 after 25 years at the helm.

091973

Sergey Brin

Google co-founder who fled Soviet antisemitism as a kid, invented PageRank at Stanford, became a $100B+ centibillionaire, poured $1B+ into Parkinson's research after his own gene came back positive, survived two brutal divorces, and un-retired to code Gemini.

101979

Sean Parker

Teenage hacker turned Napster co-founder. Became Facebook's first president at 24, got pushed out over a cocaine bust, then built a fortune via Founders Fund and Spotify. Later dropped $250M+ on cancer research.