We have published an article titled Billionaire Richard Chilton’s 10 Stock Picks with Huge Upside Potential. In this article, we are going to take a look at where Canadian Pacific Kansas City Limited (NYSE:CP) stands against Richard Chilton’s other stock picks.
Richard Chilton is a veteran investor and the founder of Chilton Investment Company, a long-standing and respected name in the world of hedge funds. Known for his disciplined, research-driven investment philosophy, Chilton has built a reputation over the decades for being a thoughtful, value-oriented manager who combines patience with a deep understanding of market fundamentals.
He launched Chilton Investment Company in 1992 after gaining experience at major firms like Allen & Company and Alliance Capital. From the beginning, his approach stood out. Instead of chasing fast money or following trends, Chilton focused on long-term opportunities grounded in detailed analysis and risk management. His fund, which started with just $5 million, grew significantly over the years as investors recognized the strength of his strategy and the consistency of his returns.
READ ALSO: 10 Most Undervalued Energy Stocks and 15 High-Growth Companies Hedge Funds Are Buying.
Chilton’s style is often described as “fundamental, bottom-up investing”. Essentially, he and his team dig into company financials, industry dynamics, and management quality before making any investment decisions. This focus on quality and sustainability has helped the firm navigate multiple market cycles with relatively steady hands. Chilton is known to favor businesses with strong competitive advantages and predictable cash flows — companies that can weather downturns and continue compounding returns over time.
Chilton Investment Company has navigated the complexities of the post-pandemic market landscape with a focus on disciplined investment strategies, delivering solid returns for its clients. Today, Chilton Investment Company remains a respected player in the asset management world, guided by the same principles Richard Chilton laid out over 30 years ago: deep research, long-term thinking, and a strong sense of fiduciary duty. With that context in mind, let’s take a look at Richard Chilton’s 10 stock picks with huge upside potential according to analysts.
Our Methodology
For this list, we picked stocks from Chilton Investment Company’s 13F portfolio as of the end of the fourth quarter of 2024. We listed them in the ascending order of analysts’ average upside potential, as of May 2. These equities are also popular among other hedge funds.
At Insider Monkey we are obsessed with the stocks that hedge funds pile into. The reason is simple: our research has shown that we can outperform the market by imitating the top stock picks of the best hedge funds. Our quarterly newsletter’s strategy selects 14 small-cap and large-cap stocks every quarter and has returned 373.4% since May 2014, beating its benchmark by 218 percentage points (see more details here).
A freight train making its way through a majestic mountain range, snow-capped peaks in the distance.
Canadian Pacific Kansas City Limited (NYSE:CP)
Chilton Investment Company’s stake: $39,856,909
Upside Potential: 20%
Number of Hedge Fund Holders: 74
Canadian Pacific Kansas City Limited (NYSE:CP) operates the only freight railway network connecting Canada, the U.S., and Mexico, covering approximately 20,000 miles. It transports bulk goods, merchandise, and intermodal freight across major business hubs. The company is headquartered in Calgary, with a U.S. office in Kansas City. On April 14, 2023, Canadian Pacific Railway Limited (NYSE:CP) assumed control of Kansas City Southern.
Canadian Pacific Kansas City Limited (NYSE:CP) reported its Q1 2025 earnings, highlighting a 3% decline in profit compared to the previous year. The company posted a diluted earnings per share of $0.83, slightly below the consensus estimate of $0.94. Revenues for the quarter were approximately $3.5 billion. Despite the profit dip, the company experienced a 1% increase in volumes, measured in Revenue Ton-Miles, indicating stable demand. The operating ratio worsened quarter-on-quarter by 400 basis points to 67.4%, due to higher costs. Looking ahead, Canadian Pacific remains focused on leveraging its integrated North American network to drive growth and operational efficiency.
Overall CP ranks 8th on our list of billionaire Richard Chilton’s stock picks with huge upside potential. While we acknowledge the potential of CP as an investment, 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 CP but that trades at less than 5 times its earnings, check out our report about this cheapest AI stock.
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Disclosure: None. This article is originally published at Insider Monkey.
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