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Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

Ouellette & Associates
Tech Whisperers: Inside the Playbooks of the Best Digital Leaders
Latest episode

89 episodes

  • Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

    Keith Ferrazzi on Architecting the Future of Human-AI Collaboration

    2026/1/14 | 59 mins.
    In this episode, we are sitting down with Keith Ferrazzi, bestselling author of Never Eat Alone and Never Lead Alone, to talk about what leadership, teamship, and trust really look like in an AI-driven world, and how to strengthen relationships by embracing candor.
    Drawing on his research and insights as well as strategies and tools from his books, Keith is opening up his playbook to share how leaders can stop thinking about AI in silos. We’ll explore the secrets to growing meaningful professional relationships, building high-performing teams, and leading in today’s dynamic and interconnected business environment.
    Connect with Keith: https://www.linkedin.com/in/keithferrazzi/
    Ferrazzi Greenlight: https://ferrazzigreenlight.com/
    Never Eat Alone: https://a.co/d/cOdJlPx (Amazon Link)
    Never Lead Alone: https://a.co/d/0ZFWB3a (Amazon Link)

    Tune in for expert wisdom from Keith, including:
    How to build high-performing teams in the AI era
    The importance of candor and collaboration
    The power of asking the right questions
    Building and strengthening leadership relationships

    Featuring submitted questions from:
    Deepa Soni, CIO, New York Life, Episode 40 Guest
    Leigh-Ann Russell, CIO & Global Head of Engineering, BNY
    Frank Congiu, EVP for Human Capital Strategy & Executive Partnerships, Randstad Enterprises
    Stephanie Kramar, CHRO, L’Oréal
    Lisa Buckingham, Global Chief People & Culture Officer, Vialto Partners
  • Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

    How TIAA’s Sastry Durvasula Leads Transformation, One Reinvention at a Time

    2025/12/17 | 59 mins.
    In this episode, we are shining the light on a leader whose journey truly plays out like a movie. Sastry Durvasula has one of those rare stories that blends technical mastery, human-centered leadership, and bold reinvention. After starting out as an engineer, his career journey has included leading transformation for a number of big brand organizationizations. He’s now the Chief Operating, Information, and Digital Officer at TIAA, a $1.4 trillion, 100+ year-old financial institution. From film knowledge to navigating AI, uncertainty, and large-scale change, Sastry’s expertise knows no bounds, and now, you’re getting a front-row seat to tap into all of that leadership knowledge and insight.
    Tune in for expert advice from Sastry’s playbook, including:
    The challenge of solving yesterday, today, and tomorrow all at once
    How he uses reinvention as a superpower
    How to know when transformation has turned the corner
    Navigating decision-making in the fog of uncertainty and leading with conviction

    Featuring submitted questions from:
    Sathish Muthukrishnan, Chief Information, Data, & Digital Officer, Ally, Episode 50 Guest
    Eileen Lash, Chief Administrative Officer, TIAA
    Neal Sample, Chief Digital & Technology Officer, Best Buy
    Swatee Singh, CIO for Data, AI, & Corporate Technology, TIAA
    Yogs Jayapraksam, Chief Technology & Digital Officer, Deluxe
  • Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

    The Speed of Reimagination: How Shobie Ramakrishnan Leads Change That Lasts

    2025/12/03 | 55 mins.
    In this era of accelerated disruption, leaders who have the right combination of clarity, courage, and conviction stand apart from the pack. GSK Chief Digital & Technology Officer Shobie Ramakrishnan brings all of that to the table—and then some! With her deep and broad experience in both biotech and hi-tech companies, Shobie has mastered the art of leading at scale, engaging the whole organization in digital transformation, and positioning herself to embrace what the future will bring.
    As Shobie shows us, the most successful leaders do more than keep up; they play offense. Join us as we unpack her leadership playbook and explore how to show up with purpose, navigate complexity with curiosity, and harness this era of rapid disruption to set our organizations up to thrive.
    Tune in for tips from Shobie’s playbook, including:
    How to build organizational agility and speed
    How to engage the entire organization in digital transformation
    The importance of “white space” for innovation
    Shobie’s approach to talent strategy and development at GSK
    Strategies for success in the next decade

    Featuring submitted questions from:
    Diane Schwarz, Group CIO, Smurfit Westrock, Episode 79 Guest
    Karenann Terrell, Board Director, Technology Advisor, Former CDTO, Episode 48 Guest
    Adam Uphadyay, SVP & CDTO, Vertex Pharmaceuticals
    Deborah Waterhouse, CEO, ViiV Healthcare, President of Global Health, GSK
  • Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

    Setting Yourself up to Get the Call: Jeanine Charlton’s Leadership Playbook

    2025/11/19 | 54 mins.
    After years of interviews with dozens of incredible digital leaders, we’ve explored countless “answer the call” moments, and as we’ve seen, great leaders don’t rely on luck to receive those calls. They place themselves in the right place at the right time so that when the time comes, they are at the top of the list.
    Jeanine Charlton, the Chief Technology & Digital Officer at Merchants Fleet, is a perfect example of such a leader. In this episode, we are unpacking Jeanine’s customer-first, business-first executive playbook, which has included having responsibility for a $2 billion P&L and 3,500 people. We’ll explore the power of resilience, the discipline of operational excellence, and the value of mentorship and clear communication in leadership.
    Tune in for valuable learnings from Jeanine, including:
    How to lead in high-stakes, high-stress situations with limited time
    How to communicate with clarity and calmness amid chaos
    What has anchored Jeanine throughout her career
    The key skills and traits that have helped Jeanine achieve sustained success
    Jeanine’s most important advice for women entering tech industries

    Featuring submitted questions from:
    Ralph Szygenda, Industry Executive & Advisor (Ret.), 2007 CIO Hall of Fame
    Kevin Torgerson, Independent Board Director & Advisor
    Andi Karaboutis, Board Director of Aon, Perrigo, Savills, Autoliv, Advisory Board of Decagon, iGreenTree.ai
    Kurt Taylor, VP, Client Solutions, Merchants Fleet
    Chethana Halasinahalli, Sr Manager IT Applications at ONEOK, Graduate of TechLX Leadership Program
    Samantha Charlton, Entrepreneur, Gym Owner, Personal Trainer
  • Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

    Netskope CIO Mike Anderson on Future Proofing Your Team & Career

    2025/11/05 | 54 mins.
    This week, we are shining a light on Mike Anderson, Chief Digital & Information Officer at Netskope, to unpack the mindset and playbook behind his exceptional ability to “lift as he climbs.” Mike’s not your typical tech exec; he’s a business guy in an IT wrapper, someone who’s as comfortable in the boardroom as he is in the scrum room.
    From his early days at Schneider Electric to helping Netskope go public, Mike shares hard-earned lessons on balancing transformation with operational excellence, reshaping pressure into performance, and leveraging storytelling as a leadership superpower.
    Tune in for insights from Mike’s playbook, including:
    The importance of learning the business in your first 90 days
    Instilling ambition and helping people aspire to more
    Securing buy-in for bold ideas
    How he approaches his dual role leading Netskope’s strategy office and IT
    Learning from adversity and staying positive

    Featuring submitted questions from:
    Annette Clayton, Board Director, OshKosh, Nordson, Flash, NXP Semiconductors, & Duke Energy
    Amanda Anderson, Senior Director, Integrated Marketing, Digital & Marketing Ops, Netskope
    Clint Clark, VP, IT Engineering & Architecture, Netskope
    Danyel Bischof-Forsyth, Chief Technology & Information Officer, 7 Brew Coffee, Episode #73 Guest
    Alan Rankin, Mike’s Long Time Friend

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About Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

Tech Whisperers: Inside the Playbooks of the Best Digital Leaders, is a podcast for CxOs and industry leaders looking to hear conversations that unpack the leadership philosophies, decision making thought processes and unique expressions that differentiate the best. If you’re looking to gain an edge, instill new mindsets, and move out of your comfort zone, you’ve found the right community. Welcome to Tech Whisperers!
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