Ep. 69: Gary Flowers, Four Time CIO, Workforce Development, AI, Leadership, and Building the Next Generation

Next In Line · Jun 9, 2026 · 1h 8m

In Episode 69 of Next in Line, Cesar sits down with Gary Flowers for a powerful conversation around leadership, workforce development, AI transformation, mentorship, and what it truly means to pay it forward.

Gary shares his journey from management consulting and multiple CIO roles to becoming the CIO of Transformation and Technology Services at Year Up United, where he now helps create career opportunities and life changing outcomes for the next generation of professionals.

Throughout the episode, Gary breaks down:

Why relationships, trust, and execution still matter most in leadership

How…