Unchartered Territory is where leadership gets real - candid conversations, bold perspectives, and the untold stories behind the wins, failures, and everything in between.
Hosted by Jesper With-Fogstrup, Group CEO of Moneypenny, the podcast explores how today’s most influential leaders are rethinking business, leadership, and the future of work.
Jesper leads Moneypenny, the Wrexham-founded company redefining customer conversations on a global scale. Since joining, he has accelerated growth and strengthened its technology and digital edge, building on its reputation as one of the UK’s most admired workplaces and a leader in delivering brilliantly human customer experiences.
Prior to Moneypenny, Jesper held senior roles at HSBC and Compare the Market, and served as CEO of Smoove plc., where he led large-scale digital and technology transformation. Known for challenging convention, he blends deep technical and commercial expertise with a strong belief that great businesses are built on people, culture, and long-term thinking.
Through honest, thought-provoking conversations, Unchartered Territory aims to inspire the next generation of leaders to think differently and lead with intent.
The £28 billion price of bad customer service – Jo Causon & Wendy Swash
Jo Causon, CEO of the Institute of Customer Service, and Wendy Swash, COO of Moneypenny, join Jesper With-Fogstrup to make the case for why customer service is one of the most undervalued assets in business. They unpack the £28 billion a year poor customer service costs the UK economy, the data showing that businesses with above-average customer satisfaction see 10% higher EBITDA, 7% higher revenue and twice the productivity of their peers, and why Moneypenny recruits for attitude over ...
8 Sept 2026
Why we're still managing people like it's 1926 – Adam Kingl
Are we trying to build the workplace of the future using management practices from the past? Adam Kingl joins Jesper With-Fogstrup to explore why leadership needs to evolve as AI transforms work and younger generations rethink what they expect from their careers. From the surprising leadership lessons Adam learned through acting and improvisation to the power of saying "yes, and", they discuss creativity, curiosity, emotional intelligence and the human skills machines can't easily replicate. ...
1 Sept 2026
How can you sell people something they don't actually need - Jody Wainwright
Jody Wainwright, Joint Managing Director of Boodles, joins Jesper With-Fogstrup to talk about running a sixth-generation family jewellery business, and what it takes to sell something nobody actually needs. Jody shares stories from million-pound diamond-buying trips to New York, the moment at 19 that changed the course of his life, and why Boodles pays teams rather than individuals on commission. They also discuss Boodles' single mine origin gold initiative, the first of its kind in the world...
25 Aug 2026
How to become the guardian of trust - Adrian Blair
Trustpilot CEO Adrian Blair joins Jesper With-Fogstrup to unpack what trust really means in business, and why it's becoming one of the most valuable assets a company can have. From Google and Spotify to scaling Just Eat into a FTSE 100 company, Adrian reflects on the three ingredients of trust (transparency, credibility and genuine care), how AI is reshaping the way customers make decisions, and why Trustpilot filters out around 9% of reviews to keep the platform reliable. They di...
18 Aug 2026
How to break the rules and build a category - John Stapleton
Serial entrepreneur John Stapleton joins Jesper With-Fogstrup to talk about building an entire food category from scratch, and what it took to get there when the experts said it couldn't be done. John co-founded New Covent Garden Soup Co. in 1987, convincing Waitrose to stock fresh soup in the chiller aisle, against advice that it would spoil, poison customers, and never get shelf space. He scaled the business to over £20 million before a successful exit in 1998, then went on to co-foun...
10 Aug 2026
How to build a brand nobody wants to talk about – Sam Nebel
Goodwipes Co-Founder and Chief Commercial Officer Sam Nebel joins Jesper With-Fogstrup to share the unlikely story of building one of America's fastest-growing consumer brands from a product most people were too embarrassed to talk about. From meeting his co-founder in a university bathroom to landing on the shelves of Target and Walmart, Sam reflects on the persistence, resilience and creativity required to create an entirely new product category. He shares lessons from years of fundraising,...
16 Jun 2026
Rehumanising work: Leadership, health and growth - Sir Charlie Mayfield
Former John Lewis Chairman Sir Charlie Mayfield joins Jesper With-Fogstrup to explore leadership, employee ownership and one of the UK's biggest economic challenges: helping more people stay in work. Drawing on his experience leading the John Lewis Partnership through financial crises, rapid digital transformation and major industry disruption, Charlie shares lessons on trust, customer focus and long-term thinking. They discuss the future of retail, the opportunities a...
4 May 2026
Purpose, craft and the future of luxury - Helen Brocklebank
Walpole's CEO, Helen Brocklebank, explains why British luxury thrives on craft, collaboration and quiet innovation behind the scenes. And how brands with purpose and provenance, not just price, are the future for modern luxury. Uncharted Territory is brought to you by Moneypenny. Letting someone else represent your brand is hard. That’s why, at Moneypenny, we put trust at the heart of everything we do. We are you when you can’t be - empowering growth by making every conversation count. ...
4 May 2026
Trust, risk and leading without ego - Rachel Clacher CBE & Dave Allan
Moneypenny co-founder, Rachel Clacher CBE, and innovation expert, Dave Allan, explore how trust, generosity and safe adventure can unlock real change. And why the future may belong to unfinished leaders with no time for ego. Uncharted Territory is brought to you by Moneypenny. Letting someone else represent your brand is hard. That’s why, at Moneypenny, we put trust at the heart of everything we do. We are you when you can’t be - empowering growth by making every conversation count. For more ...
4 May 2026
From unlikely to unstoppable - Victoria Price
Advisor and entrepreneur, Victoria Price, tells Jesper why hunger, authenticity, and support can turn unlikely paths into extraordinary careers - and how one person saw her potential and radically altered her life. Uncharted Territory is brought to you by Moneypenny. Letting someone else represent your brand is hard. That’s why, at Moneypenny, we put trust at the heart of everything we do. We are you when you can’t be - empowering growth by making every conversation count. For more than 25 ye...
4 May 2026
Doing good is just good business - Lord Richard Walker
Doing right by people and planet is simply smart business, says Lord Richard Walker. The Iceland Chairman shows that bold action, from the boardroom to Everest, can redefine modern leadership. Uncharted Territory is brought to you by Moneypenny. Letting someone else represent your brand is hard. That’s why, at Moneypenny, we put trust at the heart of everything we do. We are you when you can’t be - empowering growth by making every conversation count. For more than 25 years, we've helped busi...
4 May 2026
Fixing work: Trust, focus and the human reset - Christine Armstrong
Workplace guru Christine Armstrong explains why modern work feels broken and how focus, trust, human connection and smarter flexibility can help us make work actually work. Uncharted Territory is brought to you by Moneypenny. Letting someone else represent your brand is hard. That’s why, at Moneypenny, we put trust at the heart of everything we do. We are you when you can’t be - empowering growth by making every conversation count. For more than 25 years, we've helped businesses across the UK...
4 May 2026
People before process: The Timpson way - Sir John Timpson
Sir John Timpson reveals how putting people before process built a wildly successful family business. And why trust, kindness and freedom on the frontline are (surprisingly) a competitive advantage. Uncharted Territory is brought to you by Moneypenny. Letting someone else represent your brand is hard. That’s why, at Moneypenny, we put trust at the heart of everything we do. We are you when you can’t be - empowering growth by making every conversation count. For more than 25 years, we've helpe...
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