Challenges of Leadership in 2026 | On Connection

Emma Rose Connolly
Challenges of Leadership in 2026

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In 2025, through hundreds of conversations with leaders of all levels across industries and geographies, we saw consistent patterns in the pressures and complexities organizations are facing. At the close of the year, our consulting staff gathered to share these observations and identify the trends and conditions we believe will shape leadership and organizational performance in 2026.

We compiled those themes in our Leadership Insights for 2026 Report, along with the essential leadership priorities we recommend drive focus as organizations look to navigate four primary conditions:

  • Persistant Uncertainty
  • The Cost of Misalignment
  • The Pressure for Speed
  • Rising Stress

In this episode, Robin, Mickey, and Emma Rose walk through these four conditions and the strategic implications they have for leaders in 2026. They offer actionable insights and recommendations to help leaders focus on what matters most in a rapidly evolving landscape.

You can read our full Leadership Insights for 2026 Report here.

 

Sources Cited:

Russell Reynolds Associates – Global LeadershipMonitor

PwC – 2025 Global CEO Survey

Korn Ferry – Leadership Alignment

Harvard Business Review – Why Transformation Efforts Fail

DDI – Global Leadership Forecast 2025

Gallup – State of the Global Workplace

IBM – CEO Research on Speed, Adaptability & Execution

 

 

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Challenges of Leadership in 2026