Claim OwnershipBeing a Digital Leader - the Good, Bad AND Ugly of Digital Transformation
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© 2025 Being a Digital Leader - the Good, Bad AND Ugly of Digital Transformation
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Join us as we dive deep into the world of digital transformation with real-life stories of breakthroughs and challenges from the front lines. In each episode, we'll sit down with industry experts, AND Digital consultants, and other influential figures in the technology space to hear about their personal experiences of leading digital transformation initiatives.
We'll explore what worked, what didn't, and the lessons learned along the way.
19 Episodes
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What does real transformation look like when the pressure is on and assumptions break? We sit down with two Currys leaders who have lived the good, the bad and the ugly of digital change and found a way to turn urgency into value. Their journeys—one from creative studios into tech delivery, the other from e‑commerce into enterprise architecture—show how curiosity, clear intent and stakeholder empathy can move mountains. We get specific about crisis execution and lasting impact. You’ll hear h...
The gap between what customers expect and what businesses actually deliver is widening, costing companies millions in lost revenue. In our recent panel, Alex Comyn (AND Digital), Catriona Morse (Royal London), Tim Mason (the pioneer of Tesco Clubcard and CEO Eagle Eye) and Rich Bovey (Chief of Data, AND Digital) explore this costly disconnect and offer practical remedies. Over half of the 250 business leaders we surveyed say poor customer experience has already cost them millions, and a simil...
What happens when centuries of tradition collide with rapid technological change? In this episode, we sit down with Toby Wright, Group Chief Technology Officer at the Telegraph Media Group, who shares his remarkable 18-year journey steering one of Britain's most venerable news organisations through waves of digital disruption. Toby's story begins unconventionally—working free night shifts at Intel as a teenager before climbing through the tech ranks. His candid reflections on experiencing he...
Join us for an insightful episode with Liz Gaskin-Payne, a leader at IAG Loyalty, as we explore the fascinating world of customer loyalty programs and digital transformation. Liz shares her unique career journey, beginning as a broadcast engineer and evolving into a pivotal figure in loyalty management. Throughout her journey, she has developed invaluable skills that revolve around problem-solving, customer engagement and strategic thinking. In this episode, we delve into how data and AI are...
How can sports shape leadership? In this episode, Dan Jowett, Senior Manager at Etihad Airlines, shares how coaching elite football teams influenced his leadership style. From his civil service roots to British Airways and Etihad, Dan’s journey offers insights into resilience, emotional intelligence, and team dynamics. Discover how diverse “rainbow teams” drive innovation, why asking the right questions matters, and how aligning teams toward a common goal fosters success. Dan also unpacks the...
What if navigating the fast-paced world of technology and digital transformation could be as thrilling as a mountain climb? Join us for an engaging conversation with Andy Lole, Chief Technology and Product Officer at Travel Chapter, as he shares the fascinating twists and turns of his career journey. Andy’s insights offer a roadmap through the complexities of project management and leadership in tech. He underscores the critical need for contingency planning and adaptability. His journ...
Join Lynn Campbell, Director of Assisted Customer Experience at Sky, as she shares her inspiring journey from an anatomy degree to tech leadership. Learn how adaptability and continuous learning shaped her path, including milestones like returning to work after maternity leave and enriching her career through counseling. Lynn delves into digital transformation projects like billing migrations and launching Sky Glass during the pandemic, highlighting team motivation, clear communication, and A...
What if your neurodiversity could be your ultimate career superpower? Join us as we sit down with Pete Brown, Engineering Lead at Lloyds Banking Group, who shares his remarkable 15-year journey from graduate scheme entrant to digital lab leader. From eye-opening customer-facing roles to complex data center migrations and transformative mentorships, Pete reveals the pivotal experiences that have shaped his career. Discover how he has navigated the nuances of a regulated industry while l...
Host: Simon Holden Guest: Kes Juskowiak, Transformation Director, Scottish Water Ever wondered how you can transform from a scientist to a leading digital innovator? Join us for an engaging conversation with Kes Juskovac, a Transformation Director at Scottish Water. Kes recounts his journey from science to leading groundbreaking digital transformations. You'll learn about Kes's early work on public health issues, his pivotal role in managing Scotland’s drought responses, and how these experie...
Join us as Alex Allen, a Digital Product Leader at Aviva, shares his journey from tech consultant to leading mobile products. Discover how seizing internal opportunities led to significant projects like re-platforming the MyAviva app. Alex talks about balancing innovation and responsibility in finance, transforming company culture, and exploring global opportunities. We also discuss Aviva’s "One Aviva" initiative for holistic customer experience, and the importance of collaboration an...
Ever wondered how to bridge the digital skills gap while fostering innovation within your organisation? Discover the secrets as we celebrate our 10th anniversary with a special guest, Stuart Munton, Chief for Group Delivery at and Digital. Stuart takes us on a journey through his key roles in shaping the company's coaching, academy, and delivery consulting divisions. He shares how his initial discussions with founders Stephen Patterson and Paramjit inspired a mission-driven approach to upskil...
Ever wondered how big companies like Nationwide Building Society handle big changes? Angela Lomas, an expert in making products better, joins us. She's worked at banks like Triodos and Royal Bank of Scotland. Angela talks about how important it is to focus on customers and understand how they feel during changes. She tells us about Nationwide's data platform, which helps them understand what customers want while being careful with their information. Angela shares the ups and downs of Nationwi...
Join us in our latest podcast for an insightful conversation with Charlie Bell, a seasoned leader at Contentful. With almost two decades of experience in digital transformation, Charlie's journey from engineering to driving transformative projects and now in a key commercial role at Contentful offers a fresh and dynamic perspective on the evolving digital world. We delve into the role of Contentful in digital transformation, exploring its evolution over the past decade and uncovering lesser-...
Join Stuart Walters from Parcel2Go and James Locker from AND Digital as they share a personal journey of digital transformation. In this podcast episode, Stuart shares the ups and downs of integrating technology into the company amidst the challenges of the pandemic. From scaling databases to fostering a collaborative work culture, Stuart's story highlights the importance of continuous learning and adaptation in the digital age. Tune in to discover how Stuart's determination and drive&...
Come join us for an engaging conversation on the role of empathy in digital leadership with Trenton Moss, a skilled executive coach, former Samaritan, author, and seasoned leader with over two decades of experience in coaching and team training. Trenton's impressive journey includes founding, growing, and successfully exiting one of the UK's top product design and research agencies, Webcredible. As CEO for 15 years, he transformed the team into client superstars, working closely with leadin...
Ever wondered if the digital pulse of a leading fitness brand beats differently... Welcome to this episode of The role of the IT leader and why it's changing, where we sit down with Andy Caddy, the seasoned CIO with a prolific career spanning some of the most iconic brands, including EasyJet, Whitbread, and Virgin Active, before landing at PureGym about 1.5 years ago. In our conversation with Andy, we explore the intriguing journey that led him to PureGym, delving into the shifts in the role...
In this series we'll be chatting to Adam Hepton, People Experience Lead at Tombola and James Locker, Club Exec at AND Digital. In this insightful conversation, Adam and James draw from their extensive experience in driving cultural and transformational change and putting people at the heart of transformation. We'll be talking about the nuances of digital leadership as they explore the challenges and triumphs of upskilling, onboarding, and various people-related elements. Uncover and learn the...
For our first ever podcast we're delighted to be joined by Liam Dyson, Digital Product & Design Director at Asda. If you’ve experienced the eCommerce offering at Asda or George, you’ll know Liam’s work. He’s responsible for their services and features, having joined the company earlier this year following a decade in telecoms with the likes of Plusnet, EE and BT. We’ll be exploring Liam's role and his journey to becoming a digital leader with Liam, asking him about his remarkable moments,...
Welcome to Being a Digital Leader: the good, bad, and ugly of Digital Transformation. - Episode 2. Today, we have Mark Gilliver, Chief Growth Officer, and Katie Pender, Managing Director, from Target Group. In this episode, we explore how Target Group transformed and disrupted the mortgage market by focusing on customer experience in digital transformation - putting customers at the heart of every part of the journey. In this heartfelt discussion, they reveal their battle-tested...
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