Gandalf_The_Grey
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Some of you may know about Pwn2Own, a hacking contest organized twice a year by Zero Day Initiative (ZDI), challenging ethical hackers to find 0-day exploits in popular products within the allotted time, with huge crash prizes on offer. In the past, we have seen Windows 11, Teams, iOS 11.1, and more being breached by white-hat hackers, and the ongoing Pwn2Own 2026 event is no different.
On day two of the three-day event, contestant Siyeon Wi was able to leverage an integer overflow bug in Windows 11 to perform a privilege escalation attack and bagged $7,500 in prize money. Similarly, Orange Tsai of the DEVCORE Research Team chained three bugs in a complex attack to gain SYSTEM privileges that allowed them to trigger remote code execution (RCE) in Microsoft Exchange. They earned $200,000.
Lots of AI tools were successfully breached, including Ollama, LM Studio, Claude Desktop, Cursor, OpenAI Codex, and more. There were unsuccessful attempts on day two too. For example, the contestants were unable to exploit Microsoft SharePoint and Apple Safari within the given timeframe. In total, $385,750 was awarded on the second day for the discovery of 15 unique 0-days.
Previously, day one saw Windows 11 being exploited multiple times through an "Improper Access Control" issue, heap-based buffer overflow, and Use-After-Free (UAF) bugs. Tsai also managed to chain four logic bugs in Edge and perform a sandbox escape, winning $175,000. On this first day, $523,000 was awarded for the discovery of 24 0-day exploits, bringing the two-day grand total to $908,750 and 39 exploits.


