Longleaf Partners Small-Cap Fund Trimmed Oscar Health (OSCR) on Strength

Longleaf Partners, managed by Southeastern Asset Management, released its “Small-Cap Fund” second-quarter 2025 investor letter. A copy of the letter can be downloaded here. The fund returned 2.70% in the second quarter, compared to the Russell 3000’s 10.99% return and the Russell 2000’s 8.50% gain. For more information on the fund’s best picks in 2025, please check its top five holdings.

In its second-quarter 2025 investor letter, Longleaf Partners Small-Cap Fund highlighted stocks such as Oscar Health, Inc. (NYSE:OSCR). Oscar Health, Inc. (NYSE:OSCR) is a US-based healthcare technology company. The one-month return of Oscar Health, Inc. (NYSE:OSCR) was -3.78%, and its shares lost 9.86% of their value over the last 52 weeks. On August 20, 2025, Oscar Health, Inc. (NYSE:OSCR) stock closed at $15.27 per share, with a market capitalization of $3.948 billion.

Longleaf Partners Small-Cap Fund stated the following regarding Oscar Health, Inc. (NYSE:OSCR) in its second quarter 2025 investor letter:

“Oscar Health, Inc. (NYSE:OSCR) – Health insurance and software company Oscar was a top contributor for the quarter. The company delivered a solid quarter operationally, effectively managing what was within its control despite market sentiment experiencing wild swings, largely driven by the latest draft of the Trump bill. We remain confident in the long-term potential for this company considering its differentiated offering for its members, and our aligned management partners who are on offense with a great balance sheet. That said, we trimmed our position this quarter when sentiment was most favorable.”

Oscar Health, Inc. (NYSE:OSCR) is not on our list of 30 Most Popular Stocks Among Hedge Funds. As per our database, 41 hedge fund portfolios held Oscar Health, Inc. (NYSE:OSCR) at the end of the first quarter, which was 43 in the previous quarter. While we acknowledge the risk and potential of Oscar Health, Inc. (NYSE:OSCR) as an investment, our conviction lies in the belief that some AI stocks hold greater promise for delivering higher returns and doing so within a shorter time frame. If you are looking for an AI stock that is more promising than Oscar Health, Inc. (NYSE:OSCR) and that has 10,000% upside potential, check out our report about this cheapest AI stock.

In another article, we covered Oscar Health, Inc. (NYSE:OSCR) and shared the list of high growth low debt stocks to invest in. In addition, please check out our hedge fund investor letters Q2 2025 page for more investor letters from hedge funds and other leading investors.

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Disclosure: None. This article is originally published at Insider Monkey.