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  1. My First Million
  2. Brutally honest guide to not losing money in the market
Brutally honest guide to not losing money in the market

Brutally honest guide to not losing money in the market

My First Million · Jun 10, 2026

Investor Barry Ritholtz's guide to not losing money: Stop trading, use low-cost index funds, and avoid common behavioral finance pitfalls.

Tech Bubbles Create Cheap Infrastructure for the Next Wave of Innovation

Overenthusiasm during tech bubbles leads to massive overinvestment in infrastructure, like the fiber optic cable laid during the dot-com boom. When the bubble bursts, this infrastructure is acquired for pennies on the dollar, enabling the next generation of companies (like YouTube) to thrive cheaply.

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Brutally honest guide to not losing money in the market

My First Million·4 days ago

Hedge Fund Managers' Sell Decisions Are Worse Than Random, Destroying Value

A University of Chicago study revealed that while hedge fund managers' buy decisions are rational, their sell decisions are emotional and destroy value. In fact, randomly selling a different stock in their portfolio would have outperformed their actual sell decisions by 150-200 basis points.

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Brutally honest guide to not losing money in the market

My First Million·4 days ago

Financial Media Manufactures Conflict Because Sound, Passive Investing Advice is Boring

The best investment advice—buy low-cost index funds and hold—is simple and boring. Financial media cannot fill 24 hours of airtime with this, so it creates a "firehose" of exciting news, stock picks, and fabricated conflicts. This drives engagement but leads most investors astray.

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Brutally honest guide to not losing money in the market

My First Million·4 days ago

Build a "Christmas Tree" Portfolio: 70% Index Funds, 30% Speculative "Decorations"

The vast majority of active investors underperform the market. Allocate the core of your portfolio (50-70%) to low-cost index funds—the tree. Use the remainder for your speculative picks like individual stocks to satisfy the itch to trade without risking your core capital.

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Brutally honest guide to not losing money in the market

My First Million·4 days ago

Direct Indexing Unlocks Tax-Loss Harvesting to Offset Founder Capital Gains

Instead of buying an index ETF, direct indexing involves owning the individual component stocks. This allows an investor to sell specific losing stocks to "harvest" tax losses, which can then be used to offset large capital gains from a business sale or concentrated stock position.

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Brutally honest guide to not losing money in the market

My First Million·4 days ago

One-Third of Panic Sellers Permanently Exit the Market, Missing All Future Gains

Panic selling during a market crash is disastrous beyond the immediate loss. Data shows about a third of investors who sell in a panic never get back into equities. They lock in their losses and miss the subsequent recovery and decades of compounding returns, a far worse financial outcome.

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Brutally honest guide to not losing money in the market

My First Million·4 days ago

Even Billionaires Struggle to Stop Playing the Game and Preserve Wealth

Even financial titans can't recognize when they've "won" the game of wealth accumulation. The innate drive to keep striving and taking risks persists, leading them to make unforced errors like day-trading a huge portion of their net worth instead of shifting to a wealth preservation mindset.

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Brutally honest guide to not losing money in the market

My First Million·4 days ago

Carlyle Founder David Rubenstein Built Influence by Educating Politicians

Before Carlyle Group was a private equity giant, founder David Rubenstein built his network in D.C. by hosting off-the-record, non-partisan educational sessions for politicians. He brought in experts simply to help them make better-informed decisions, establishing himself as a trusted, neutral convener.

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Brutally honest guide to not losing money in the market

My First Million·4 days ago

Only 1-2% of Stocks Drive All of the Market's Long-Term Value Creation

Research by ASU professor Hendrik Bessembinder reveals a stark reality: the vast majority of stocks fail to outperform Treasury bills. The entire net value creation of the stock market comes from a tiny fraction of hyper-performing companies, just 1-2% of the total, making individual stock picking exceptionally difficult.

Brutally honest guide to not losing money in the market thumbnail

Brutally honest guide to not losing money in the market

My First Million·4 days ago