The $5 Million Lunch That Changed It All: How Ted Weschler Met Warren Buffett And Built A $269 Million Retirement Account
Friday, Jan 31, 2025 7:26 pm ET

In an extraordinary tale of investment success, Ted Weschler, now one of Warren Buffett's top lieutenants at Berkshire Hathaway, transformed a modest retirement account into a fortune worth hundreds of millions. His journey offers valuable insights into the power of consistent investing, compound growth, and strategic thinking.
Weschler's story begins in 1984 when he was just 22 years old, earning $22,000 a year as a junior financial analyst. He decided to open a retirement account and made the most of it by maximizing his contributions and taking advantage of his employer's matching program. By 1989, his account had grown to $70,000. But Weschler didn't stop there. He transferred his savings to a self-directed IRA, which let him pick his investments.
In 1990, though, his account hit a major bump, losing 52% of its value during a market downturn. Most people would have panicked, but Weschler later called it an "unmonetized lesson." He stuck to his strategy, which focused on identifying undervalued companies and holding onto them long term. That patience paid off. Between 2000 and 2011, his IRA delivered an average annual return of 22% after fees – returns most investors can only dream about.
Then, in 2012, Weschler made a bold move: he converted his traditional IRA to a Roth IRA. It wasn't cheap – he paid $28 million in taxes upfront – but it meant that all future earnings in the account would be tax-free. Financial experts have praised this as a smart long-term play, showing the value of thinking ahead.
Around the same time, Weschler made another bold decision. In 2010 and 2011, he bid a combined $5 million at charity auctions to have lunch with Warren Buffett. These two meetings impressed Buffett so much that he hired Weschler at Berkshire Hathaway in 2012 as an investment manager. Since then, Weschler has been working alongside Buffett to find companies that fit Berkshire's rigorous investment philosophy.
Weschler's advice for building wealth is simple: start early, invest consistently, and tune out the noise of daily market swings. He also recommends index funds for anyone who wants an easy, reliable way to grow their money. In an interview with the Washington Post, he pointed out that even if his original IRA had been invested entirely in an S&P 500 index fund, it would have grown to $1.6 million by 2021.
In conclusion, Ted Weschler's investment strategy, particularly his focus on undervalued companies and long-term holding, contributed significantly to the growth of his retirement account. His decision to convert to a Roth IRA in 2012 secured tax-free earnings on his future investments, demonstrating his long-term thinking and commitment to his investment strategy. The meetings with Warren Buffett at charity auctions not only influenced his career trajectory but also aligned his investment approach with Buffett's value investing philosophy, leading to successful investments for Berkshire Hathaway.
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