The highly anticipated 4-part Leadership Masterclass returns to the CIO 100 Symposium & Awards! Due to popular demand, we’re providing a larger space this year to accommodate more attendees. Join us to learn actionable strategies and valuable leadership lessons directly from CIOs with over a decade of experience.
Skepticism, Fear, and Backlash: Overcoming Resistance in the Age of AI
The biggest barrier to AI adoption isn’t the tech—it’s the people. As organizations grapple with the consequences of rushed AI rollouts and rising internal resistance, CIOs must step up as change agents, not just innovators.
In this powerful Leadership Masterclass, industry leaders from TIAA and Unum Group will explore how to lead through uncertainty by building awareness, applying structured change management frameworks, and earning trust across the organization.
🎟 Why attend (even if you’re not an award winner):
What’s Included in your $795 full access conference pass
Full access to all CIO 100 programming (3 days)
Reserved seating for the CIO 100 Awards Ceremony
Executive-level networking and roundtables
Breakfasts, lunches, and welcome receptions
Benchmark your roadmap against the nation’s most celebrated tech strategies
Learn from CIOs in the trenches through masterclasses, peer-led sessions, and 1:1 conversations. Need help securing approval to attend? CIO100_Justification_Letter
Bring your team to gain alignment, inspiration, and next-level leadership insights
Build your future in an environment that celebrates not just past wins—but future growth
“It’s not just about staying ahead of trends—it’s about leveraging innovation to shape business strategy.” — Chief Digital Officer, 2024 Attendee
“This experience has not only empowered me to aim higher, but inspired me to mentor and support others on their journey.” — IT Executive, 2024 Attendee
Putting Vision into Action: CIO Leadership in Focus
View our 2025 Trailblazers
Speaker
David Holloway
3rd generation World ChampionTeam Building Expert & Executive Trainer
David comes from a rich legacy of influential sports figures and national leaders who have played pivotal roles in shaping America. David’s great-grandfather, Bill Trent, was a driving force behind the founding of the UNCF (United Negro College Fund) and served in two presidential cabinets. The family legacy also includes many higher education teachers and three college presidents, further cementing their lasting impact on education, teamwork, and leadership.
