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'Bond King' Bill Gross Shares His Best Investment, and the Bad Bet that Lost Him 50% in a Month

Bill Gross says he made the best investment of his career only a few years ago, while his worst investing error dates back nearly six decades. The billionaire cofounder of bond giant Pimco told Business Insider by email this week that his shrewdest wager to date was the purchase of a portfolio of master limited […]

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Bill Gross, the legendary founder of investment giant Pimco, shared in an interview with Business Insider the two deals that shaped his path • On the stinging loss: "I bought leveraged bonds with money I made playing blackjack" • On the winning investment: Energy infrastructure stocks, which are now enjoying a surprising boost from the AI revolution

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BizToc broke the news on Saturday, October 3, 2026.
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