The 4 Biggest Challenges for IT Leaders in 2026

15 December 2025 11866 Views

Geopolitical volatility, accelerating AI disruption and workforce identity shifts are creating unprecedented challenges for IT leaders. In this mini episode of ThinkCast, recorded at Gartner IT Symposium/Xpo in Orlando, Florida, Gartner Distinguished VP Analyst Mary Mesaglio sums up the insights from her dozens of onsite conversations with CIOs and top IT leaders. In just four minutes, she breaks down the four challenges shaping IT leadership into 2026, and offers practical strategies to navigate uncertainty with confidence.

You’ll learn:

  • The 4 challenges redefining IT leadership in 2026
  • Why optionality matters for decision-making in volatile times
  • How AI vendor races complicate long-term technology bets
  • Why identity threats demand a new leadership approach
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