Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

Built for Change: Rewiring a 175-Year-Old Company for the AI Era

May 20, 2026

What does successful leadership look like in the age of AI, constant disruption, and accelerating change? In this episode, Dan Roberts sits down with Sears Merritt, CIO at MassMutual. Rather than chasing headlines, Sears has spent more than a decade building systems, teams, and cultures that consistently deliver impact, all while staying deeply grounded in purpose, accountability, and policyholder-first service.We are unpacking Sears’ leadership playbook to learn how MassMutual approaches inn...

Coherence in the Chaos: How Leigh Ann Russell is Rewiring Leadership in the Age of AI

April 29, 2026

Today’s guest is a technology executive who has mastered the art of honoring a strong legacy while reinventing it in an era of massive disruption. Leigh-Ann Russell is the CIO and Global Head of Engineering at BNY, which was founded 240 years ago.In this episode, Leigh-Ann is opening up her leadership playbook and sharing her perspectives on how to lead through chaos with clarity, why coherence is her defining word for today’s AI era, and how organizations can balance trust, innovation, and t...

The Intangibles of Leadership – Turning the Invisible into Impact

April 08, 2026

This episode we’re sitting down with Sanjay Shringarpure, CIO at The Freeman Company, to unpack the intangibles of leadership. These are the qualities you can’t easily measure on a dashboard but are often the key difference between leaders who talk about transformation and those who actually achieve it.Over his two decades of technology leadership experience, Sanjay has built a strong track record of leading major digital transformation projects by drawing on his ability to foster collaborati...