Ouellette & Associates
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!
Author
Ouellette & Associates
Category
Podcast website
Latest episode
Jul 8, 2026
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Episodes
Tech, Banking, and the Power of Translation: Dan Massey’s Leadership Playbook 16.04.2025 45:15
For this episode, we had the privilege of visiting the Regions Bank headquarters in Birmingham, Alabama, for an in-person conversation with Chief Enterprise Operations and Technology Officer Dan Massey. “Digital Dan,” as he’s known to many, embodies what it means to bridge technology, operations, and innovation at the highest level, ensuring technology is not just an enabler but a true driver of b...
The CIO-to-Board Playbook of Hall of Famer Andi Karaboutis 26.03.2025 1:18:22
In this episode, we are shining the light on CIO Hall of Fame legend Adriana (Andi) Karaboutis and some of the incredible milestones that have defined her career—including a 21-year tenure in the automotive industry at Ford and General Motors, followed by technology and business leadership roles at Dell, Biogen, and National Grid. Now, Andi is focused on writing the next chapter in her professiona...
The Augmented CIO: 10 Skills of Game Changing Leadership in the GenAI Era 05.03.2025 1:11:21
With the rise of generative AI, CIOs and IT leaders are experiencing a leadership revolution. GenAI is shaking up both how we engage with technology and how leaders guide their organizations through adoption, governance, and innovation. We are thrilled to have the opportunity to sit down with Institute for the Future’s Bob Johansen and Gabe Cervantes and Handshake’s Jeremy Kirshbaum, whose n...
Empowering Teammates and Building Tomorrow’s Digital Workforce: Amy Brady’s Tech, Banking & Community Leadership 19.02.2025 1:00:08
In this episode, we are featuring an extraordinary leader who's been blazing trails and inspiring countless others throughout her career. Amy Brady is the Chief Information Officer at KeyBank , where she leads the company's technology, operations, and services organizations. Amy is the epitome of a leader who can seemingly do it all, and because of that she is making her mark across the industry...
Nationwide’s Jim Fowler on the CIO's Good to Great Journey 05.02.2025 1:01:06
One of the hallmarks of a great Chief Technology Officer is that they are able to translate a passion for technology into a driving force for business success. Nationwide ’s Jim Fowler is a CTO who does exactly that, by striving for “great” instead of settling for “good.” We are unpacking Jim’s 20+ years of experience across industries, companies, and countries to learn lessons from his care...
Kathy Kay: Building Possibilities and Enabling Growth at Principal Financial Group 22.01.2025 52:26
This episode we’re shining the light on Kathy Kay , a leader whose name is synonymous with “building” — and she is a builder in every sense of the word. Kathy not only excels at developing high-performance teams, she extends that builder mindset across multiple areas in both her personal and professional lives. In a wide-ranging conversation, Kathy is sharing how she applies her philosophy of buil...
A Career of Answer the Call Moments with Zack Hicks 08.01.2025 36:07
Inducted in the CIO Hall of Fame in 2019, Zack Hicks is a leader who has left a major impact on the CIO profession through his relentless pursuit of innovation to drive new business outcomes. Having previously been the CEO of Toyota Connected and the Chief Digital Officer at Toyota Motor North America, Zack is now making his mark at Kimberly-Clark as their Chief Digital & Technology Officer. W...
Talking Tech, Digital & Strategy with Tractor Supply’s Rob Mills 18.12.2024 50:52
While many CIOs are busy figuring out what the CIO’s role looks like today, our guest this week is already answering the question, “What does the CIO of tomorrow look like?” As EVP and Chief Information, Digital, and Corporate Strategy Officer at Tractor Supply Co., Rob Mills has been instrumental in driving the $14.6 billion retailer’s rapid growth, profitability, and world class customer e...
Truth Telling with 7X CIO Mark Settle 04.12.2024 58:49
There are some Tech Whisperers who leave a legacy by investing their skills in just one or two companies across their career, and then there are those who leave their legacy by making their mark on several organizations throughout their career. As a whopping seven-time CIO and a three-time winner of the CIO100 Award, Mark Settle is a standout example of the latter. During his CIO journey, Ma...
Inspirations from the CIO G.O.A.T., Rob Carter 13.11.2024 1:32:07
You’re in for a special treat with this episode as we sit down with the GOAT, the greatest-of-all-time CIO, Robert B. Carter . Rob served as the CIO of FedEx for almost a quarter of a century, during which time he transformed IT strategy and led the company to unprecedented success, not to mention 27 straight CIO 100 Awards. In this episode, we’re delving into Rob’s extraordinary 24-year tenure at...
Leading Wing-to-Wing Digital Transformation with Monica Caldas 30.10.2024 1:04:13
As the leader of over 5,000 technologists, Monica Caldes , Global CIO at Liberty Mutual Insurance , has established herself as one of the top digital executives in the industry. She is one of those rare leaders that has figured out the secret formula for mixing boldness, courage, empathy, and kindness, making her a leader that people are eager to work under. In this episode, we are shining the lig...
Designing Winning Careers & Organizations with Janet Sherlock 16.10.2024 48:44
In this episode, we are shining the light on Dr. Janet Sherlock , a digital and retail executive who leads through her expertise in digital transformation, customer experience, omnichannel strategy, data, and AI and machine learning. Janet’s career spans companies such as ExxonMobile, British Petroleum, and, for the last seven years, Ralph Lauren , where she served as Chief Digital & Tec...
The Leadership Edge: Barry Shurkey’s IT Superpowers Revealed 02.10.2024 40:04
There are leaders who know how to win big results, but don’t know how to win people, and then there are leaders who know how to win people, but don’t know how to win big results. NTT DATA North America CIO Barry Shurkey is one of those great leaders who knows how to win both in business and with his people. For this episode, we sat down with Barry at NTT DATA’s Innovation Center in Plano, Te...
The AQ Factor: Building Adaptive People, Teams & Companies 11.09.2024 53:53
There are two types of companies: Those that achieve incredible amounts of success only to crumble when they fail to keep up with the world around them, and those that achieve the same level of success but are also able to sustain it, through adaptability, forward thinking, and tenacity. The companies in this second group are the ones that consistently withstand supply chain disruptions, global he...
The Defining Moments of CIO Legend Anil Cheriyan 21.08.2024 57:53
Even among the best technology leaders, there are those who stand out. These are the “CIO Legends” who have not just led their organizations successfully but who have also made an impact that extends well beyond their individual career milestones and across the entire industry. We have featured some of these CIO Legends, including Charlie Feld, Larry Quinlan, Karenann Terrell, and Diana McKenzie,...
Collins Aerospace CIO Mona Bates Keeps Her “I” on the Prize 31.07.2024 49:52
The best leaders are highly intentional about keeping themselves and their teams focused on what matters to deliver high-impact results. Collins Aerospace CIO Mona Bates , who was recently named to the Business Transformation 150™ (BT150), Constellation Research’s elite list of top global transformation executives, is an example of this kind of intentional leader. Her leadership style embraces a m...
CDO Brian Abrahamson Drives Value Creation by Delivering What Matters 10.07.2024 52:54
The most effective digital leaders today have a clear vision and a laser-like focus that allows them to focus on delivering what really matters. They’re also able to connect the dots for their organization in a way that elevates their team members and accomplishes their goals. It requires both the willingness to look where others aren’t looking and the empathy to understand how new initiatives wil...
Red Sox SVP & CTO Brian Shield Honors Tradition, Innovates for the Future 12.06.2024 31:20
It’s not every day you get to record an episode with a superstar guest at a superstar location, so when we had the opportunity to interview a legendary CIO on location at the historic Fenway Park, we couldn’t resist! In this episode, recorded inside NESN’s onsite studio at Fenway, we are shining the light on the career journey, leadership philosophies and super powers of Boston Red Sox & Fenwa...
The CC&TO Featuring Bhavani Amirthalingam as Chief Customer & Technology Officer 22.05.2024 57:15
Bhavani Amirthalingam ’s career spans more than 25 years of experience in key technology and executive leadership roles across a multitude of industries and geographies. She currently serves as EVP, Chief Customer and Technology Officer at a Fortune 500 company. She initially joined the company as Chief Digital and Information Officer before also taking on customer experience and operations after...
Seeing Around Corners with Ally’s Sathish Muthukrishnan & Donna Hart 01.05.2024 53:02
Ally Financial is the nation’s largest all-digital bank, serving 11 million customers with a full suite of online banking services, investment advisory, and securities brokerage. In this episode, we are going to give you an inside look at why Ally has been able to achieve so much success. Host Dan Roberts sat down with Ally’s Chief Information, Data, & Digital Officer (CIDDO) Sathish Muthukris...
The Blueprint for CIO Success with Xerox CEO Steve Bandrowczak 10.04.2024 51:12
This week is a special one for Tech Whisperers, because not only do we have an incredible guest, but an incredible guest host, as well! In this episode, a longtime friend and colleague, Brian Watson , talks with Xerox CEO Steve Bandrowczak . One of the nine powerhouse leaders featured in Confessions of a Successful CIO, Steve is known as being a fixer–someone who will answer the call when their co...
Thriving in “Chapter 2” with Diana McKenzie & Karenann Terrell 20.03.2024 56:29
No matter where you are in your career journey, there is always a need to plan for “The Great Pivot,” that moment when you hang up your day job and move into retirement. But many leaders struggle to adequately prepare for the transition as they approach retirement because they’re so heads-down balancing their work, family, and other responsibilities life throws at them. We’ve invited two incredibl...
Big Bet Leadership with Best Selling Author John Rossman 27.02.2024 43:37
This episode of Tech Whisperers is dedicated to the transformational leaders–those who have the courage and vision to make big bets and the endurance and fortitude required to deliver on them. There is perhaps no one better to talk about this than John Rossman , Author of The Amazon Way and Think Like Amazon. His newest book, Big Bet Leadership , has just launched, so we invited John to celebrate...
The ‘Chief Intentional Officer’ with Brown & Brown CIO Gray Nester 14.02.2024 55:20
While many leaders fill their roles with expertise, wisdom, and excellent capabilities, there are some who stand out even among the most successful. These leaders are redefining how their role operates within their organization, creating a truly unforgettable experience for themselves, their team members, and their customers. Gray Nester , the Chief Information Officer at Brown & Brown Insuran...
Edward Jones’ CIO Frank LaQuinta on Promises Made, Promises Kept 31.01.2024 55:52
As the CIO and Principal over Digital, Data, and Operations at Edward Jones , Frank LaQuinta is laser focused on delivering extraordinary experiences to his team and to clients. With a mandate to future-proof the organization and transform the foundation of the Fortune 500 company, Frank’s leadership, vision, and strategy have to be clear, firm, and tenacious. In this episode, we stop by the Edwar...
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