Uber: The $32.8 Billion Hole
Uber burned through more outside capital than any startup before it, dug a $32.8 billion hole, and then refilled three quarters of it in 42 months. The full funding history, round by round.
Writing is how I make sense of the world. Here are my three ongoing notebooks: turning large numbers into stories (investigating corporate cap tables and SEC filings), turning close matches into memory (ball-by-ball reports from Tampa Bay league cricket), and reviewing the books that reshaped my thinking.
Uber burned through more outside capital than any startup before it, dug a $32.8 billion hole, and then refilled three quarters of it in 42 months. The full funding history, round by round.
YouTube holds more good teaching than any campus, and no way to find it. Not a list of channels but a curriculum: eight tracks, 55 channels, and a 300 minute weekly budget.
An empirical review of 56,000+ SEC registered advisers, $163T in assets, and their institutional holdings.
How a 41-year-old mall retailer with a $9 billion cash pile decided to take over a 30-year-old auction house worth four times as much.
The rise, fall, and afterlife of the American streetcar: from Frank Sprague's 1888 demo in Richmond to a $5,000 fine that helped reshape a continent.
Twelve sports. Roughly ninety billion dollars in distributable revenue. We trace every flow from broadcasters to players.
Blazehawks vs Go Leopards
A March 28, 2026 league match at Waverly where four wickets with the ball set it up and 44 off 24 kept the chase moving.
TB Bengal Tigers vs Mustangs
A day where the bat did most of the talking early, and the ball quietly finished the conversation.
SWAT vs Tampa Telugu Titans
A match report from June 22, 2025, when the game slowed down and everything seemed to click.
Bengals vs TPCC
A match story from May 18, 2025, built around a chase that felt right from the first over.
SWAT vs Royal Phoenix
A pressure finish from October 1, 2024, when a match tilted twice in the last over and still ended with SWAT three runs ahead.
What Going Infinite suggested about intelligence, narrative, and self-deception.
Why Michael Lewis made finance feel like culture, not just math.
Why this startup story felt more social than technical.
Why Schwarzman's story made judgment feel like a craft.
Why Flash Boys made markets feel more physical than abstract.
What I took from Isaacson's portrait of intensity, engineering, and volatility.
Notes on Hubert Joly, renewal, and making business feel more human without making it soft.
What Bob Iger taught me about timing, trust, and steadiness.
Notes on taste, intensity, and the sharp edge of product obsession.
Why The Everything Store made scale feel cultural as much as strategic.
Notes on Pixar, trust, and protecting honest feedback.
Recommended by my mentor and the CEO during my summer 2021 internship at SkyBridge Associates.
What Good to Great taught me about restraint and compounding.
A note on Phil Knight, risk, and building while half-unsure.
What I kept from Zero to One beyond the slogans.
What Designing Your Life changed about career decisions and experimentation.
A note on tension, loyalty, and one of the sharpest true stories I have read.
What Becoming taught me about poise, discipline, and voice.
Why Educated felt less like a school story and more like a story about identity under pressure.
What I took from a book built on movement, place, and self-repair.
Notes on choosing better values and wasting less attention.
What Randy Pausch made me think about effort, time, and grace.
A note on Siddhartha, interior restlessness, and learning by living.
Notes on Viktor Frankl, endurance, and the discipline of meaning.