Warren Buffett

Buffett's approach is simple to describe and almost impossible to copy. He buys great businesses at fair prices and then just...

holds them. Forever.

He calls it "buy and hold" but that undersells it — he means hold until the sun burns out. He looks for companies with a real unfair advantage over competitors.

Something that protects them from being wiped out. He calls it a "moat" — like the water around a castle.

Think Coca-Cola. Everyone knows it.

Nobody can replicate it. He puts a LOT of money into a small number of bets — usually his top five holdings make up over 70% of everything.

Most fund managers would have a panic attack at that level of concentration. Buffett calls it being convicted.

His old mentor Graham taught him to hunt for cheap, beaten-down companies and flip them fast. Charlie Munger, his business partner for 45+ years, talked him out of that.

Munger said: just buy the best businesses you can find and never sell. Buffett admits that shift made him hundreds of billions of dollars.

Bill Gates

Gates invests through Cascade Investment LLC in established, cash-generative businesses — railroads, waste management, agricultural equipment, farmland. His biggest single Cascade holding for years was Canadian National Railway.

He has sold most of his Microsoft stock over time. His investment philosophy outside Microsoft mirrors Buffett's: durable businesses with pricing power, bought at reasonable prices.

Warren Buffett

Rule No. 1: Never lose money.

Rule No. 2: Never forget Rule No.

1. Buy businesses, not stocks — the distinction matters more than most investors realize.

Let compounding do the heavy lifting and get out of its way. Never use debt to invest.

Be fearful when others are greedy, greedy when others are fearful. Time in the market destroys timing the market in every long enough data set.

For most people, a low-cost S&P 500 index fund will outperform almost any active strategy, including most professional money managers — including, he's said, what most of his estate will go into after he's gone.

Bill Gates

His core framework: read obsessively, think long-term, and separate emotion from analysis. He takes annual Think Weeks — solo retreats to a lake cottage in the Pacific Northwest where he reads papers and books for two weeks with no interruptions.

He publishes a reading list twice a year at gatesnotes.com. He has said that the best investment he ever made was paying $100,000 to take Warren Buffett to dinner every year.

Warren Buffett

Buffett's whole thing is: do so much homework that the risk basically disappears. He doesn't diversify across 500 stocks to protect himself — he researches 10 companies so deeply that he's more confident about those 10 than most people are about anything.

He never borrows money to invest. Ever.

He keeps a mountain of cash at Berkshire — over $100 billion sitting around doing nothing — specifically so he can swoop in when everyone else is panicking and selling cheap. He once called derivatives "financial weapons of mass destruction" back in 2002.

Wall Street laughed. Then 2008 happened and Wall Street stopped laughing.

He doesn't predict where the stock market is going. He predicts whether a business will still be dominant in 20 years.

That's it.

Bill Gates

Gates's risk tolerance is intellectual and deliberate rather than impulsive. He takes genuinely large bets — TerraPower on nuclear fission, billions into climate technology, the Gates Foundation's campaigns to eradicate diseases that kill millions — but only after intense research.

His Think Weeks exist to force slow, rigorous thinking on big decisions. At Microsoft, he kept enough cash on hand to run the company for a full year with zero revenue because he never wanted short-term survival pressure to force a bad long-term decision.

That discipline carries into his personal finances.

Warren Buffett

Despite a $120B net worth, Buffett still lives in the same gray stucco house in Omaha he bought in 1958 for $31,500. He drives himself to work.

Breakfast is McDonald's — he orders based on his mood: $2.61, $2.95, or $3.17. He plays bridge obsessively, often online with Bill Gates.

He drinks multiple Cokes a day (Berkshire owns a large stake in Coca-Cola; coincidence is left as an exercise to the reader). He has pledged to give away more than 99% of his wealth, primarily to the Bill & Melinda Gates Foundation and his children's foundations.

He takes a $100,000 annual salary from Berkshire. He does not own a smartphone.

Bill Gates

He wakes up early, exercises on a treadmill while watching documentaries, and reportedly does the dishes every night. He has said dishes are meditative.

For a man worth $130 billion, the emphasis on routine is either deeply grounded or very good PR. He drove himself to work at Microsoft for years and lived in a normal house long after he could afford otherwise.

Warren Buffett

Apple. Berkshire started buying Apple in 2016 — late by any tech investor's standard, from a man who spent decades insisting he didn't understand technology.

By 2023, the position had grown to over $170 billion, returning more than 800%. Buffett called it the best business he'd ever seen and admitted he should have bought it earlier.

Honorable mention: American Express in 1963 during the Great Salad Oil Scandal, when he put 40% of the Buffett Partnership into AmEx at distressed prices while the rest of Wall Street was running away.

Bill Gates

Microsoft Windows. The decision to license MS-DOS to IBM for the PC while retaining the right to sell it to other manufacturers was arguably the most lucrative business decision in tech history.

Every PC manufacturer then licensed Windows. Gates captured the entire PC market without building the hardware.

By 1999, Microsoft's market cap hit $616 billion.

Warren Buffett

Buying Berkshire Hathaway. He bought it in 1962 as a cigar butt — a cheap, dying textile company — and then kept it instead of winding it down into a clean insurance holding company.

The C-corp structure meant decades of tax drag. He has estimated this single mistake — triggered partly by spite after the owner tried to lowball him on a buyout — cost Berkshire and its shareholders roughly $200 billion over 50 years.

He also admits missing Google and Amazon, both of which he understood well enough to buy and simply didn't.

Bill Gates

Missing the internet. Microsoft was late and initially dismissive of the internet as a platform.

Gates eventually course-corrected and wrote the Internet Tidal Wave memo in 1995, redirecting the entire company toward internet strategy. But the delay allowed Netscape to establish footholds, and Microsoft's browser monopoly tactics led to the landmark antitrust case United States v.

Microsoft in 2000, which threatened to break up the company.

Warren Buffett

Warren Buffett was born in Omaha, Nebraska in 1930. He bought his first stock at age 11 — three shares of a company called Cities Service.

He paid $114. He was eleven.

By 14, he owned a 40-acre farm and had filed his first tax return. He applied to Harvard Business School and got rejected.

Best thing that ever happened to him, honestly. He ended up at Columbia instead, where he met Benjamin Graham — the guy who basically invented the idea of buying undervalued stocks.

After graduating in 1951, Buffett started his own investment partnership in Omaha with $105,000 from family and friends. He turned that into something much bigger, compounding at around 30% per year for over a decade.

Then in 1969, he shut it down and quietly took over a dying Massachusetts textile company he had bought partly out of spite. That company was Berkshire Hathaway.

What happened next is the greatest investing run in history — and it started with a grudge.

Bill Gates

Bill Gates was born in Seattle in 1955. He taught himself to program on a PDP-10 at age 13.

He enrolled at Harvard in 1973, dropped out in 1975, and moved to Albuquerque with Paul Allen to found Microsoft. Their break came when they licensed an operating system to IBM for the original PC — and crucially, retained the rights to sell it to anyone else.

That decision made Microsoft. Windows became the standard operating system for the world.

Gates became the world's richest person in 1995 and held that title for much of the next 15 years. He transitioned out of Microsoft's day-to-day around 2000 and fully moved into philanthropy via the Gates Foundation.

Warren Buffett

His main vehicle is Berkshire Hathaway — a company he took over in 1965 when it was a dying textile mill. He basically gutted the textile business and turned the whole thing into a giant money machine that owns other businesses.

Today it's one of the most valuable companies on earth. On the stock side, his biggest bet is Apple — worth over $175 billion at its peak.

He also owns huge chunks of Bank of America, Coca-Cola (since 1988 — he really doesn't sell), American Express, and Chevron. Then there are the companies Berkshire owns outright.

GEICO, one of the biggest car insurers in America. Burlington Northern Santa Fe, a massive railroad.

Dairy Queen, See's Candies, Duracell. Basically a random collection of boring, cash-generating businesses that he loves precisely because they're boring.

His first fund — Buffett Partnership Ltd. — ran from 1956 to 1969.

He returned around 30% per year while the market did 8.6%. Then he shut it down, said he couldn't find enough cheap stocks, and walked away at the top.

Bill Gates

Microsoft (co-founder, former CEO and chairman). Cascade Investment LLC (his personal investment vehicle).

Bill & Melinda Gates Foundation (co-chair). Major holdings through Cascade include Canadian National Railway, Deere & Company, and significant farmland.

Early Microsoft equity remains a massive portion of his net worth.

Warren Buffett

University of Nebraska–Lincoln (B.S. in Business Administration, 1950).

Columbia Business School (M.S. in Economics, 1951) — the only school that mattered, where he studied under Benjamin Graham and got his only A+.

He also spent two years at the Wharton School before transferring. Harvard Business School rejected him.

He's described that rejection as one of the luckiest things that ever happened to him.

Bill Gates

Harvard University — studied mathematics and computer science. Dropped out in 1975 after his sophomore year to found Microsoft.