Billionaire Richard Chilton’s 10 Stock Picks with Huge Upside Potential

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1. Warby Parker Inc. (NYSE:WRBY)

Chilton Investment Company’s stake: $7,351,753

Upside Potential: 40.17%

Number of Hedge Fund Holders: 34

Warby Parker Inc. (NYSE:WRBY) is a socially driven eyewear brand combining design, tech, and healthcare to offer affordable, high-quality eye care. With over 3,500 employees, it aims to provide vision for all, offering stylish glasses starting at $95. By designing in-house and selling directly to customers online, via app, or in 276 stores, it cut costs and simplifies pricing. Its services include contacts, eye exams, and telehealth tools.

On April 17, Loop Capital Markets upgraded Warby Parker Inc. (NYSE:WRBY) from Hold to Buy with a $27 price target, citing its 41% year-to-date decline as excessive compared to the S&P 500’s 9% drop. Analysts believe this creates a compelling investment opportunity, supported by the brand’s mix of style, quality, and affordability.  Warby Parker Inc. (NYSE:WRBY) is well-positioned due to the essential nature of vision care and opportunities in the fragmented U.S. optical market, making it resilient even in uncertain economic conditions.

While we acknowledge the growth potential of WRBY, our conviction lies in the belief that AI stocks hold great promise for delivering high returns and doing so within a shorter time frame. There is an AI stock that went up since the beginning of 2025, while popular AI stocks lost around 25%. If you are looking for an AI stock that is more promising than WRBY but that trades at less than 5 times its earnings, check out our report about this cheapest AI stock.

READ NEXT: 20 Best AI Stocks To Buy Now and 30 Best Stocks to Buy Now According to Billionaires.

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