Beyond the Job Title: Finding Meaning, Identity, and Your Next Career Chapter

What happens when the formula that made you successful no longer works? After three decades in technology leadership, including serving as a Field CTO at Dell Technologies, Tony Dina reached a point many accomplished professionals eventually encounter: everything looked successful from the outside, but something no longer felt right. In this episode of The Career Evangelist Podcast, Bola Alabi sits down with Tony, now an executive and depth coach, to explore what happens when achievement, title, and compensation are no longer enough. Tony shares why career reinvention often begins not with another certification, promotion, or productivity tool, but with deeper questions about meaning, identity, curiosity, and the person you want to become. The conversation also explores how AI is changing the skills professionals need to remain relevant. Tony challenges the traditional focus on productivity and argues that the real competitive advantage will increasingly come from human capabilities such as judgment, intuition, curiosity, learning quickly, connecting ideas, and becoming comfortable with uncertainty. You'll hear insights on: • Recognizing when your old success formula has stopped working • Separating your identity from your job title • Navigating a mid-career pivot without ignoring financial realities • Why AI makes human judgment more—not less—important • The difference between productivity and capacity • Why successful leaders must learn to sit with uncertainty • What executive coaching can—and cannot—do • Redefining success around meaning, impact, and legacy • Why you may be far more capable than you're willing to admit If you've built a successful career but find yourself wondering, "What's next?", this conversation may help you think differently about the answer.