Oscar Health's free cash flow growth should keep driving its shares, since share prices follow free cash flow. Q2 free cash flow rose 320% to $2.1 billion from $500 million a year earlier, while the stock rose 85% over that time. x.comÂ
The Long Investor
Airline Captain & Investment Analyst, Technical/Fundamental Analysis
Oscar Health has turned the corner and is on the verge of a dramatic profitability inflection, yet trades at under 15x free cash flow. It projects $800 million in earnings from operations, a 1,000-basis-point improvement in its medical loss ratio and over $350 million of free cash flow this year, with more than $4.5 billion of net cash. The stock is headed to $30 by the end of 2026, after a painful year in which the call did not deliver. x.comÂ
Oscar Health's drop below $30 makes little sense after it crushed Q2, swung to a profit and raised full-year operating earnings guidance. Revenue was $4.90B versus $4.75B expected and EPS $1.10 versus $0.39, with FY26 revenue guided to $18.9B versus $18.6B estimated. The market needs time to digest the result, and the stock should recover soon; it remains a long-term hold. x.com x.com x.comÂ
Oscar Health cannot be a great business because insurance, like banking, is uninvestable when its economics are nearly impossible to predict. One bad cycle or change in costs can wipe out margins that are already nonexistent. A post the author replies to argues Oscar avoided the 30-40% member drop the market expected after enhanced premium tax credits expired. x.comÂ
Oscar Health's new long-term targets could mean another 2.5x-4x over the next two years. It now targets 20% revenue CAGR by 2029, 5-7% operating margin and $4 EPS. If that translates into a 2.5%-5% net margin, healthcare names at those margins generally get 0.5x-1x sales. The market finds the targets credible since Oscar is well ahead of the 2027 guidance it gave three years ago, and Barclays raised its price target to $49 from $39 with a Buy rating. x.comÂ
Oscar Health's run has just started. The market liked the CEO buying stock, the reaffirmed 2026 guidance and last quarter's first-ever operating profit. x.com x.comÂ
Oscar Health's raised 2026 guidance changes nothing fundamentally, so its 18%+ premarket jump is unlikely to hold. Operating earnings guidance rose to $500-700M from $250-450M, but Oscar had already booked $704M in Q1 alone, more than the new top end, with Q3 and Q4 seasonally bringing losses. 2027 could be challenging as management targets a 5% margin, and the stock looks fairly valued around $34. x.com x.comÂ
Oscar Health could top $30 before the end of 2026 on margin expansion. It guides to $250-450M of operating earnings on $19B of 2026 revenue, 1.3-2.4% margins; insurers near 2.5% margins trade around 50% of revenue, implying about a $9.5B market cap at the high end versus $5.1B today. The long-term 5% margin target could support 1x revenue. CEO Mark Bertolini, one of the best CEOs now, buying 1M shares at $11.92 marked the bottom. x.com x.com x.comÂ
Oscar Health's scale is finally producing real operating leverage as its medical loss ratio improves, undercutting the view that it is uninvestable. Q1 revenue rose 53% to $4.65 billion, operating earnings 137% to $704 million, net income 147% to $679 million and basic EPS 107% to $2.28. x.comÂ
Oscar Health looks too extended after its big move and should pull back around earnings in the next few days; it is not a tech stock with a niche product capable of parabolic moves. x.comÂ
Oscar Health's ACA expansion offers a huge growth opportunity if it controls medical costs. It is entering six South Carolina counties in 2027; management targets another 400-600 counties by 2029. Q2 MLR fell to 79.2% from 91.1%, SG&A to 14.2% from 18.7%, and operating income rose from a $230M loss to a $389M profit. Favorable reserve development helped, so those results may not be the new normal. If underlying economics keep improving, Oscar could look very different in a few years. x.com x.comÂ