IBM returns to Westchester after CEO Arvind Krishna keynotes Think 2026 in Boston

IBM flew from Chicago Midway to Westchester County Airport early on May 14, 2026, aboard its Gulfstream G650ER N780TW, a 2-hour-and-2-minute hop that returned CEO Arvind Krishna to company headquarters in Armonk, New York.

The trip came the same week Krishna opened IBM Think 2026 in Boston, where he outlined what the company calls a new “AI operating model” for the enterprise, per an IBM news release. The May 5 keynote introduced the next generation of watsonx Orchestrate, a multi-agent control plane, and announced the general availability of IBM Sovereign Core, a platform for AI deployments in regulated environments. Krishna told the conference that “the enterprises pulling ahead are not deploying more AI — they're redesigning how their business operates,” as reported by SiliconANGLE.

Krishna had flown from Westchester to Boston on May 7, then to Chicago on May 13 before returning home. IBM's security policy requires the CEO to use company aircraft for all air travel, including personal trips, a practice that has disclosed costs of $127,722 for Krishna in 2021. The Think 2026 announcements, covered by Network World and others, position IBM as an integrator of agents, data, automation, and hybrid infrastructure — a shift the company argues is necessary to move AI beyond pilots.