196 episodes
195. Debbie Hewitt MBE: Chairing the FA - how to do the top job in the face of public scrutiny
14/10/2026 | 40 mins.Debbie Hewitt MBE is Chair of The Football Association, the first woman to hold the role in its history. She is also a Vice-President of FIFA. Alongside football, she chairs Visa Europe and Compare the Market. Tune into this episode to hear about: Common misunderstandings about the FA (02:36) How to prioritise amongst stakeholders (05:30) How Debbie decides when to step in (09:08) Working with governance rules created in 1863 (11:12) Why Debbie didn’t immediately push for women's clubs to join the FA (15:00) What CEO succession teaches you about choosing an England manager (20:10) The personal cost of chairing the FA (22:18) Three questions to ask yourself before you speak to the press (29:30) Debbie’s mistakes, building a portfolio (31:12)⚡The Lightning Round⚡(37:42)
Support the show
Host: Oliver Cummings
Producer: Will Felton
Editor: Penelope Coumau
Music: Kate Mac
Audio: Nick Kold
Email: podcast@nurole.com
Web: https://www.nurole.com/nurole-podcast-enter-the-boardroom194. Matthew Lester: How a chair finds out what's really going on inside the business
07/10/2026 | 41 mins.Matthew Lester is Chairman of Kier group plc and NED and Chair of the Audit Committee at Intermediate Capital Group plc. Previously, he was CFO of Royal Mail plc. Listen to this episode to learn more about: Two moments where non-execs had the biggest impact on the business (01:39) Why motivation outweighs knowledge in CEO hires (08:03) The hardest habit to break when you become a chair (16:21) How Matthew checks whether the board is getting the full picture (22:18) The case for giving employees a seat in the boardroom (31:06)⚡The Lightning Round⚡ (33:54)
Host: Oliver Cummings
Producer: Will Felton
Editor: Penelope Coumau
Music: Kate Mac
Audio: Nick Kold
Email: podcast@nurole.com
Web: https://www.nurole.com/nurole-podcast-enter-the-boardroom193. Dame Hayaatun Sillem: How to use early board roles to accelerate your exec career and set up a non-exec portfolio
30/09/2026 | 44 mins.Dame Hayaatun is the founder and CEO of Argentic Associates. Previously, she was CEO of the Royal Academy of Engineering and the Queen Elizabeth Prize for Engineering Foundation. Listen to this episode to learn more about: How a non-exec role helped carve Dame Hayaatun’s path to CEO (01:35) How she landed her first non-exec role (11:22) How sitting on boards helped her improve in her day job (15:16) Two moments Dame Hayaatun felt like the board added the most value (18:52) Why asking for more information can create a bottleneck (26:09) Where non-execs cross the line with management (28:36) A 3-step framework for deciding what’s next: motivation, aspiration, consideration (35:22) ⚡The Lightning Round⚡(38:52)
Host: Oliver Cummings
Producer: Will Felton
Editor: Penelope Coumau
Music: Kate Mac
Audio: Nick Kold
Email: podcast@nurole.com
Web: https://www.nurole.com/nurole-podcast-enter-the-boardroom192. Nick Wheeler OBE: The tortoise who built Charles Tyrwhitt - focus, founders and knowing when to step back
23/09/2026 | 46 mins.Nick Wheeler OBE founded Charles Tyrwhitt in 1986 from his university room in Bristol. Forty years later it is a £400 million revenue business operating across the UK, US, and Europe. Listen to this episode to hear about: The tortoise rule: why the first 20 years are boring and the next 20 get exciting (04:34) Why the best business decision Nick ever made had nothing to do with shirts (08:03) The fine line between founder magic and founder interference (12:27) Why Michael Dell's £158 billion business still annoys Nick (19:38) The expansion mistake that sent Charles Tyrwhitt bust (21:02) Why a great interview tells you almost nothing - and what Nick does instead (26:18) The difference between building a brand and building a business (32:12)⚡The Lightning Round⚡(34:30) Audience Q&A (39:31)
Support the show
Host: Oliver Cummings
Producer: Will Felton
Editor: Penelope Coumau
Music: Kate Mac
Audio: Nick Kold
Email: podcast@nurole.com
Web: https://www.nurole.com/nurole-podcast-enter-the-boardroom191. Debbie Wosskow CBE: How entrepreneurs can become high-impact board members
16/09/2026 | 44 mins.Debbie Wosskow CBE is one of the UK's best-known entrepreneurs. Today, she is NED of Channel 4 and co-chair of the government-backed Invest in Women Taskforce. Tune into this episode to hear about: Debbie's discipline around cash (01:17) Picking your boards wisely: what’s on the line as a non-exec (08:32) Why storytelling is important for founders (09:48) What surprised Debbie the most during her first exit (16:55) The Series B decision that split the Love Home Swap board (18:53) Three questions a NED should ask before accepting investment (26:07) "Organ donor rejection": why big names don't always survive in startups (28:49) How Debbie built her portfolio career (38:04) ⚡The Lightning Round⚡(42:08)
Host: Oliver Cummings
Producer: Will Felton
Editor: Penelope Coumau
Music: Kate Mac
Audio: Nick Kold
Email: podcast@nurole.com
Web: https://www.nurole.com/nurole-podcast-enter-the-boardroom
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About Enter the Boardroom
Enter the Boardroom is the podcast of the Enter the Boardroom Community. Each week, Nurole CEO Oliver Cummings sits down with leading Chairs, board members, CEOs and academics, drawing out the insights and hard-won lessons that rarely get shared in public. If you enjoy the podcast, the Community goes much deeper. You'll sharpen your board proposition, build a network of serious peers, stay current on the issues reshaping boardrooms, and access opportunities you won't find anywhere else. Visit etb.nurole.com to find out more. Listeners get a 10% discount by applying the code ENTER at checkout.
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