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Trillion-dollar conglomerate Berkshire Hathaway (NYSE:BRKA)(NYSE:BRKB) entered 2026 in uncharted territory for the first time in more than half a century. On Dec. 31, Warren Buffett, the company's longtime CEO, who oversaw a greater-than-6,000,000% outperformance of the benchmark S&P 500 since the mid-1960s, retired as CEO. His successor, Greg Abel, is now in charge of Berkshire's $350 billion investment portfolio.
While the Oracle of Omaha had a knack for spotting amazing deals hiding in plain sight, he wasn't infallible. Decisions made in the years leading up to his retirement with No. 1 holding Apple (NASDAQ:AAPL) have cost Berkshire Hathaway up to $112 billion in would-be gains.
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Warren Buffett began building a position in the "Apple" of his eye in the first quarter of 2016. While artificial intelligence is all the rage today, Buffett was more interested in consumers' draw to the brand when he initially invested. Apple has an exceptionally loyal customer base that's shown a willingness to pay premium prices for its physical products (iPhone, iPad, and Mac).
By Sept. 30, 2023, Berkshire Hathaway's Apple stake had reached more than 915 million shares, worth $156.8 billion at the time, and accounted for well over 40% of the company's investment portfolio.
At Berkshire's annual shareholder meeting held in May 2024, the Oracle of Omaha suggested that tax-based selling was behind his decision to pare down Apple. Said Buffett:
It doesn't bother me in the least to write that check... it shouldn't bother you that we do it, and if I'm doing it at 21% this year and we're doing it a little higher percentage later on, I don't think you'll actually mind the fact that we sold a little Apple this year.
In other words, Buffett opined that corporate taxes would likely climb in the coming years and used this as a justification for paring down Apple at an advantageous tax rate.
The problem, in hindsight, is that Apple stock skyrocketed. The 687,642,574 shares Buffett sold in his final nine quarters as CEO (a 75% reduction) have cost Berkshire Hathaway up to $112 billion in gains.
Although Berkshire Hathaway's now-former boss missed out on an even bigger payday for his company, I don't blame him one bit for selling three-quarters of the Apple stake. The reason? Apple violates the one rule Buffett hasn't wavered on in decades: valuation.
When Berkshire first began scooping up Apple stock, it was trading at a trailing 12-month price-to-earnings (P/E) ratio of just over 10. It was a bargain in every sense of the word and had exceptional customer loyalty/engagement to boot.
As of Oct. 3, Apple was valued at almost 38 times forecast earnings for 2026. Not only is Apple historically pricey, but the stock market's valuation is within a stone's throw of rivaling the dot-com bubble. Even though Apple's higher-margin subscription services are an undeniable catalyst, the company simply isn't growing quickly enough to justify a forecast P/E ratio of 38 in 2026.
Warren Buffett was a net seller of stocks for 13 consecutive quarters leading up to his retirement because stock market valuations didn't make sense to him. I don't blame him one bit for selling 75% of Berkshire's Apple stake and remaining a stickler for value.
In 2009, a "Double Down" signal flashed for a little-known chipmaker called Nvidia. If you'd invested $5,000 then, you'd be sitting on $3,109,874 today.*
Now, for the first time in years, that same "Total Conviction" signal is flashing for a company 1/100th the size of Nvidia. It's a key player in the $1.8 trillion space race, and with the stock recently sitting 20% off its highs, the window to get in early is closing fast.
*Stock Advisor returns as of October 5, 2026
Sean Williams has no position in any of the stocks mentioned. The Motley Fool has positions in and recommends Apple and Berkshire Hathaway. The Motley Fool has a disclosure policy.
Warren Buffett's Biggest Mistake Has Now Cost Berkshire Hathaway Up to $112 Billion (but I Don't Blame Him) was originally published by The Motley Fool
