Peter Lynch

Lynch invented the phrase "tenbagger" — a stock that returns ten times your money. He was specifically looking for companies that could do that.

His method was deceptively simple: invest in what you know. Not what you know about macroeconomics or interest rates — what you know about everyday life.

What stores are you shopping at? What products are your kids obsessed with?

What new thing are you using that feels like it could be everywhere in five years? If you're noticing a company before Wall Street analysts have caught on, you have a real edge.

He categorized stocks into six types: slow growers (stable, boring), stalwarts (big companies, modest returns), fast growers (small and aggressive — where the tenbaggers live), cyclicals (tied to economic cycles), turnarounds (troubled companies that might recover), and asset plays (companies with hidden value the market hasn't priced in). His genius was applying rigorous fundamental analysis to companies most Wall Street analysts dismissed as too small or too mundane to bother with.

Scott Galloway

Galloway's personal investing style is relatively conservative given how loud he is. He keeps a heavy allocation in index funds and real estate.

He does make concentrated bets on individual stocks when he has conviction — he famously held Amazon for years. He angel invests occasionally but is not prolific.

His real wealth comes from business exits and media income, not portfolio management.

Peter Lynch

He believed the average person has a real edge over professional fund managers — specifically the access to everyday life that analysts in offices don't have. You know which stores are packed on Saturday afternoon.

You know which new products your kids are obsessed with. Wall Street analysts often don't.

His most repeated principle: invest in what you know. His second: loving a company's product is not enough on its own — you still have to understand the fundamentals.

Third: stomach matters more than brain in investing. The biggest thing separating successful investors from unsuccessful ones isn't intelligence — it's the ability to stay calm when the market drops 20 percent and everything feels like it's ending.

Scott Galloway

Diversify, own assets, and do not confuse being smart with being lucky. Galloway preaches that the most reliable path to wealth is boring — buy index funds, own property in growing cities, and let time do the work.

He is deeply skeptical of anyone who claims they can consistently beat the market.

Peter Lynch

Lynch ran a very diversified portfolio — sometimes over 1,000 positions — which cuts against the concentration gospel of Buffett and Munger. He justified it simply: if you find enough genuinely great small companies, you don't need to pick just one.

Some will fail. The tenbaggers more than compensate.

He wasn't reckless — he did detailed fundamental research on every holding. But he was comfortable owning things that looked messy or unfamiliar on the surface if the numbers told a better story.

His rule was that you should never own more companies than you can actually keep track of. He could track hundreds because researching them was his full-time job.

For everyone else the honest number is far smaller, and he said so.

Scott Galloway

Moderate. Galloway has experienced the full spectrum — he had a company go public and then go bankrupt (Red Envelope), which taught him that financial ruin is always closer than you think.

Post-L2 sale, he became much more conservative. Heavy real estate holdings in New York and Florida.

He preaches diversification publicly and mostly follows his own advice, with occasional concentrated stock positions.

Peter Lynch

After retiring from Magellan in 1990, Lynch has spent most of his time on philanthropy. He and his wife Carolyn donated tens of millions to education through the Lynch Foundation, focusing on Catholic education and scholarship programs in Massachusetts.

He lives quietly for someone worth hundreds of millions. He speaks at Fidelity events occasionally, plays golf, and is generally not seeking attention.

He has said that the best decision he ever made was retiring at 46 — that no amount of money is worth missing your kids grow up.

Scott Galloway

Galloway owns significant real estate in New York and Florida. He talks openly about his wealth and spending — nice apartments, good restaurants, private school for his kids.

He is not frugal and does not pretend to be. But he is very intentional about where money goes.

He has said his biggest financial luxury is "buying back his time" — paying for convenience so he can focus on what matters.

Peter Lynch

Fannie Mae. Lynch bought it heavily in the mid-1980s when almost nobody wanted it.

It was a housing finance company drowning in problem mortgages. Lynch dug into the fundamentals and decided the problems were fixable and the underlying business was genuinely valuable.

He was right. The stock went from roughly $2 to $40.

That single position generated hundreds of millions for the fund. His Chrysler bet was similar — he bought heavily when the company was a bankruptcy rumor and almost no one else would touch it.

Both worked because Lynch was willing to do the research on things everyone else had already decided were too ugly to look at.

Scott Galloway

Selling L2 to Gartner for an estimated $134 million in 2017. He built L2 into the go-to benchmarking firm for digital competence of luxury and consumer brands.

The exit, combined with his media career taking off simultaneously, catapulted him from "NYU professor" to "famous rich guy who yells about tech on the internet."

Peter Lynch

Selling great companies too soon. He got into Walmart early and sold too soon.

He did the same with several other retailers that went on to become enormous. By his own account, his biggest mistake pattern was taking profits on genuine multi-decade compounders before they had compounded enough.

He also acknowledged that managing a $14 billion fund was fundamentally different from managing $18 million. The sheer size limited which companies he could meaningfully invest in — you can't move the needle on a $14 billion fund by buying a $50 million company.

He burned himself out keeping up with over a thousand positions. He retired at 46.

He's said he doesn't regret it.

Scott Galloway

Red Envelope. Full stop.

Galloway has been brutally honest about this — he took a gift e-commerce company public, it was valued at hundreds of millions, and then it went bankrupt. He has called it the most painful experience of his career and has said it took years to emotionally recover.

He lost a significant amount of personal wealth in the collapse.

Peter Lynch

Peter Lynch grew up in Newton, Massachusetts. His father died when Lynch was 10, and his mother had to work to keep the family going.

Lynch caddied at the Brae Burn Country Club to help out. One of his regular clients was D.

George Sullivan, president of Fidelity Investments. Sullivan eventually offered Lynch a summer job at Fidelity — the kind of break you earn by showing up and doing the work.

Lynch studied history, psychology, and philosophy at Boston College — not finance — and said later that was probably an advantage. Too many finance students learn to look at spreadsheets and miss the obvious things happening in front of them.

He got an MBA from the Wharton School, joined Fidelity full-time in 1969, and took over the Magellan Fund in 1977. At the time, Magellan had $18 million in assets and was closed to new investors.

When Lynch retired at 46 in 1990, it had $14 billion and was the largest actively managed mutual fund in the world. He beat the S&P 500 in 11 of his 13 years managing it.

He's been a vice chairman at Fidelity in an advisory capacity ever since.

Scott Galloway

Scott Galloway is a serial entrepreneur and NYU Stern School of Business professor who became famous for his brutally honest takes on Big Tech. He founded nine companies over his career, including L2 (a business intelligence firm sold to Gartner in 2017), Red Envelope (an e-commerce company that went public then bankrupt), and Prophet (a brand strategy firm).

His 2017 book The Four, about Amazon, Apple, Facebook, and Google, became a bestseller. His YouTube channel and Prof G podcast reach millions.

He called Amazon buying Whole Foods before it happened. He also co-hosts Pivot with Kara Swisher, one of the most popular tech podcasts in the world.

He teaches brand strategy at NYU and is known for his profanity-laced, data-heavy lectures that go viral every semester.

Peter Lynch

His entire professional life ran through Fidelity Investments. He managed the Magellan Fund from 1977 to 1990 — 13 years of sustained outperformance that has never been matched at that scale.

His major holdings during that run included Fannie Mae, which he rode from $2 to $40. Chrysler, which he bought near bankruptcy.

And various retailers that nobody on Wall Street wanted to touch.

He was famous for finding companies in everyday life before analysts noticed them. He found Dunkin' Donuts because his wife liked the coffee.

He investigated L'eggs pantyhose after his wife bought them at a grocery store. He'd walk through a shopping mall and watch which stores were packed and which were empty — and then go home and read the financials to see if the story held up.

Scott Galloway

L2 Inc (founder, sold to Gartner), Red Envelope (founder, IPO then bankruptcy), Prophet (co-founder), Section4 (founder, online education), Prof G Media (founder)

Peter Lynch

Boston College, class of 1965 — history, psychology, philosophy. Wharton School of Business, MBA.

He's on record saying studying history at Boston College was more useful for investing than anything he learned at Wharton. The historical pattern recognition, the ability to contextualize events — that showed up in how he thought about cycles and companies.

Scott Galloway

UCLA (BA), UC Berkeley Haas School of Business (MBA).