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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

96 episodes

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

    Technology Isn’t the Hero: The Hard Truth About Leadership in the AI Era

    2026/06/10 | 59 mins.
    While many leaders will put technology and innovation at the center of the story, Sal Companieh, Chief Digital & Information Officer at Cushman & Wakefield, keeps people, trust, and authentic relationships at the center instead. In this episode of Tech Whisperers, Sal sits down with host Dan Roberts for one of the most thoughtful leadership conversations we’ve ever featured.
    We’re unpacking Sal’s leadership playbook to learn how empathy, curiosity, trust, and human connection have become the foundation of innovation at scale inside a 53,000-person global organization.
    Connect with Sal: https://www.linkedin.com/in/salumeh-companieh-9171531/
    Cushman & Wakefield: https://www.cushmanwakefield.com/
    Tune in for Sal’s expert insights, including:
    How Cushman & Wakefield uses its “AI Impact Barometer”
    How to identify patterns and build trust in a large organization
    Why it takes a strong CEO partnership to lead enterprise-wide transformation
    How to create an environment where people can bring their whole self to work
    How to stay grounded despite the pressures of leadership

    Featuring submitted questions from:
    Mia Mends, CEO of Cushman & Wakefield Services, Independent Director, H&R Block Board
    Victoria Malkin, President, Cushman & Wakefield, Americas Markets
    Miles Treaster, President, Cushman & Wakefield, Capital Markets
    Simon Springett, Chief Technology Officer, Cushman & Wakefield
    Kourosh Farboodmanesh, Co-Founder & COO of Trulo, Incoming Freshman at Duke, & Sal’s Amazing Son
    Diana McKenzie, Board Director, Advisor, 2x CIO, Sal’s Mentor
    Sandy Pudar, College Roommate & Long-Time Friend
  • Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

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

    2026/05/20 | 51 mins.
    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 innovation inside a 175-year-old institution, why adaptability is becoming a timeless leadership skill, and how organizations can create environments where breakthrough thinking naturally emerges.
    Connect with Sears: https://www.linkedin.com/in/searsmerritt/
    MassMutual: https://www.massmutual.com/
    Listen to learn valuable leadership insights, including:
    Why impact matters more than recognition or promotion
    How to create long-term trust and consistency with customers
    The most important leadership skills in the age of AI
    How to adapt your “learning rate” in periods of rapid change
    How focusing on outcomes instead of solutions can unlock innovation
    The value of a strong CEO-CIO partnership

    Featuring submitted questions from:
    Sharmila Ramar, CTO & Global Head of Enterprise Infrastructure Services, MassMutual
    Manoj Vallam, Head of HR Consulting, Enterprise Technology, & Experience, MassMutual
    Sara Biller, Co-Founder, FinTech Sandbox, Board Member
    Azer Bestavros, Associate Provost for Computing & Data Sciences, Boston University
    Josh Alwitt, Leadership & Organization Coach, Josh Alwitt Leadership
  • Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

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

    2026/04/29 | 56 mins.
    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 transformation at scale.
    Connect with Leigh-Ann
    BNY

    Tune in for expert advice from Leigh-Ann, including:
    What it takes to safeguard trillions of dollars in assets
    How to build executive alignment around AI
    Overcoming AI fears
    Coherence as a leadership strategy
    The power of servant leadership
    Embracing a beginner’s mindset

    Featuring submitted questions from:
    Shannon Hobbs, Chief People Officer, BNY
    Adriana Marquez, VP Upstream Performance, BP
    Keith Ferrazzi, NYT Best Selling Author, Founder of Ferrazzi Greenlight, Episode 86 Guest
    Nastassja Hagan, Senior Director, COO, Engineering, BNY
    Rowan Eleanor Donachie, University Student, Overachiever
  • Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

    The Intangibles of Leadership – Turning the Invisible into Impact

    2026/04/08 | 59 mins.
    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 collaboration while delivering innovative solutions. From decision velocity to creating a culture of extreme transparency, he has mastered the intangibles of leadership, and in this episode, he’s sharing how you can leverage them to become a true force multiplier for your company.
    Connect with Sanjay: https://www.linkedin.com/in/sanjay-shringarpure/
    The Freeman Company: https://www.freeman.com/
    Tune in for expert insights from Sanjay’s playbook, including:
    How to leverage speed and preparation to make an impact in the first 45 days
    The concept of healthy impatience and how to channel urgency without creating chaos
    Building a “roundtable” leadership team for healthy debate and growth
    Trust-building through integrity, sacrifice, and stacking micro wins early
    Balancing candor and compassion
    Knowing when to push, pause, or pivot through clarity of vision and transparency
    Developing courage and conviction when the answers aren’t obvious
    Building a culture where leaders grow leaders
    Instilling the “playing hurt” mindset to show up and lead through tough moments

    Featuring submitted questions from:
    Dan Jennings, SVP of IT, The Freeman Company
    Emily Xu, CDIO, EVP, RNDC
    Tarak Patel, CIO, Saia
    Paul Fletcher, COO of AV & Event Technology, The Freeman Company
    John Dickson, CISO, Insight Global
    Renee Pearson, CIO, Rollins
  • Tech Whisperers: Inside the Playbooks of the Best Digital Leaders

    Denise Russell Fleming: Leading with Trust at Enterprise Scale

    2026/03/18 | 54 mins.
    There is no better guest to celebrate our 100th Whisperers episode with than Denise Russell Fleming, CIO and EVP of Technology & Global Services at BD. Denise has built a remarkable career across telecom, aerospace, defense, and healthcare, leading large-scale transformation while staying laser-focused on three vital areas: purpose, people, and impact. Throughout her leadership journey, her ability to ensure clarity and deliver outcomes at scale has made her the go-to for orchestrating the most complex cross-company, high-stakes initiatives.
    Denise embodies everything it means to be a Tech Whisperer. In this episode, we’re unpacking her playbook, the experiences that shaped her career, and the lessons she’s learned—and that you can apply—from navigating complex transformations.
    Connect with Denise: https://www.linkedin.com/in/deniserussellfleming/
    BD: https://www.bd.com/
    Tune in for wisdom from Denise’s journey, including:
    Balancing executive responsibilities, community engagement, and personal growth
    The key to wearing multiple leadership hats simultaneously
    Finding alignment between enterprise strategy and IT investment
    Leading enterprise-scale transformation in highly regulated areas

    Featuring submitted questions from:
    Ted Colbert, Former President & CEO, Boeing Defense, Space, & Security
    Larry Quinlan, 11x Board Director, Former CIO, Whisperers Guest - Episode 7
    Michael Bennett, Board Member, Former CIO
    Dani Brown, EVP & CIO, Whirlpool, 3x Board Director, Episode 4 Whisperers Guest
    Hermes Vallejo, VP of IT, Medical Segment NA, Marketing, R&D RAQA, BD
    Rona Bunn, CIO, NACD (National Assoc of Corp Directors), Episode 32 Guest
    Sabina Ewing, CIO, Business & Technology Services, Abbott, Episode 11 Guest
    Tony Ezell, President of the Americas & Chief Marketing Officer, BD
    Bharat Amin, 4x Board Member, Former CIO
    Earl Newsome, CIO, Cummins, Episode 71 Guest
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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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