

Enter the Boardroom
Enter the Boardroom Community
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.
Episodes
Mentioned books

Jan 21, 2026 • 40min
158: Sir Ian Cheshire: How to get the most value from your board as a CEO (1/2)
Sir Ian Cheshire is Chair of Land Securities Group and Spire Healthcare Group. Formerly, he was Group Chief Executive of Kingfisher plc and Chair of Channel 4, Barclays Bank UK and Debenhams. Tune in to hear his thoughts on: The three most important interventions boards made to Sir Ian as an exec (01:28) The main difference between reporting to and sitting on a board (06:04) How CEOs and execs build better relationships with their boards (08:48) How they can make sure boards focus where they can add most value (12:57) How and why boards should use cooling off periods when making decisions (15:39) How NEDs are able to pick up on things execs miss (17:18) The right and wrong way for NEDs to be persistent (19:59) Where CEOs can rely on Chairs to help them with divestments (23:18) Sir Ian’s hardest board meeting as a CEO - firing senior execs (26:32) How CEOs should present redundancy decisions to the board (28:25) The moments where Ian and the board have got things badly wrong (32:07) Heuristics to understand retail boards (33:06) Why organisations continually lose focus on the customer (36:57)Host: Oliver CummingsProducer: Will FeltonEditor: Penelope CoumauMusic: Kate MacAudio: Nick KoldEmail: podcast@nurole.comWeb: https://www.nurole.com/nurole-podcast-enter-the-boardroom

Jan 14, 2026 • 40min
157. Professor Malcolm Press CBE: University boards - lessons from the Vice Chancellor of Manchester Met and President of Universities UK
Professor Malcolm Press CBE is Vice-Chancellor of Manchester Metropolitan University and President of Universities UK. Tune in to hear his thoughts on: The skills university boards need to add value (00:58) How boards can help timetable risk (04:09) What university boards can teach about managing multiple stakeholders (05:59) The three main issues university boards are facing today (10:23) Unlocking the financial conundrum universities face (14:22) When boards should collaborate rather than compete (18:13) The challenges and benefits of international expansion (22:47) Market research: a cautionary tale (24:34) How to make tech investment decisions as a non-expert (27:14) How to challenge a forceful CEO constructively (29:42) Why behaviour matters as much as skills when appointing a Chair (33:35) How to assess behaviour in candidates (34:46) ⚡The Lightning Round ⚡(35:37)Host: Oliver CummingsProducer: Will FeltonEditor: Penelope CoumauMusic: Kate MacAudio: Nick KoldEmail: podcast@nurole.comWeb: https://www.nurole.com/nurole-podcast-enter-the-boardroom

Jan 7, 2026 • 45min
156. David Sproul: How boards help CEOs create sustainable growth - lessons from Deloitte & Starling Bank
David Sproul is Chair of Starling Bank and Chair of Pennon Group. Formerly, he was Deputy Global CEO of Deloitte UK. Tune in to hear his thoughts on: Deloitte UK expansion: the toughest conversations David had with his board (00:46) How to reframe board risk discussions positively (03:28) Balancing logos and pathos when influencing (06:13) Should CEOs come to the board focused on upside or downside? (08:58) How the board helped improve David’s thinking about Deloitte’s expansion (12:02) How they helped give credibility and bandwidth to David’s strategy (15:41) The specific value independent directors gave David (18:01) Starling Bank: key lessons in chairing a high-growth business (22:48) How boards can help reconcile failing fast with regulatory scrutiny (25:59) Lessons from Starling Bank’s FCA fine (27:23) How to do due diligence on a company before accepting a board position (33:39) ⚡The Lightning Round ⚡(41:05)Host: Oliver CummingsProducer: Will FeltonEditor: Penelope CoumauMusic: Kate MacAudio: Nick KoldEmail: podcast@nurole.comWeb: https://www.nurole.com/nurole-podcast-enter-the-boardroom

Dec 31, 2025 • 52min
155. Amanda Mackenzie OBE: From Advertising Executive to FTSE 100 NED: How Amanda Built a Purpose-Led Portfolio Career
Amanda Mackenzie OBE is NED at British Land and at Lloyds Banking Group, where she chairs the Responsible Business Committee. Tune in to hear her thoughts on: Why Amanda first started non-exec roles (1:10) How she repositioned herself as a non-exec candidate (1:44) Crafting a compelling board CV (3:13) Why Amanda started with pro bono rather than paid roles (5:44) How she landed her first paid role (8:48) Networking hacks to build a plural career (9:56) How to identify and position yourself for the right board roles (12:23) How to demonstrate vertical and horizontal value in applications (19:28) How to gain influence as a new board member (27:44) Positioning ESG in board discussions (30:03) What happens when purpose collides with commercial pressure? (32:40) Should every board have a responsible business committee? (34:19) How boards create psychological safety (36:48) Balancing structure and free-thinking time in board agendas (38:31) The key ethical questions, challenges and risks of AI (43:05) ⚡The Lightning Round ⚡(46:53) Host: Oliver CummingsProducer: Will FeltonEditor: Penelope CoumauMusic: Kate MacAudio: Nick KoldEmail: podcast@nurole.comWeb: https://www.nurole.com/nurole-podcast-enter-the-boardroom

Dec 24, 2025 • 43min
154. Sir James Wates CBE: How to be a good board chair - family businesses & the RFU
Sir James Wates CBE is Chair of the Rugby Football Union and Vestey Holdings Ltd. Formerly, he was Chair of Wates Group. Tune in to hear his thoughts: Key board-level decisions that helped grow Wates from 950m to 2bn revenues (02:20) How the board weighed the risks and benefits of increasing average transaction value (05:08) Key decisions the board used to assess risk (08:00) How the board decided when to quit and when to stick (10:03) CEO appointments: what’s worked and what hasn’t (14:02) Board succession planning: how to pick the right chair (18:11) How to handle redundancies as a CEO or Chair (22:45) The single governance practice Sir James would insist every family business adopt (26:12) Key lessons transitioning from a family to a fully independent chair (27:25) Independence versus centralisation in a group structure (30:21) Chairing the RFU: why Sir James took on the role and what it entails (37:54) ⚡The Lightning Round ⚡ (41:34)Host: Oliver CummingsProducer: Will FeltonEditor: Penelope CoumauMusic: Kate MacAudio: Nick KoldEmail: podcast@nurole.comWeb: https://www.nurole.com/nurole-podcast-enter-the-boardroom

Dec 17, 2025 • 41min
153. Phil Walker CBE: University boards: lessons in stakeholder management, ethical decision-making and data points
Phil Walker CBE, the Chair of Council at the University of Roehampton and former COO at Capgemini, shares insights from his diverse career. He discusses the complexities of university governance versus corporate structures, emphasizing the need for boards to balance multiple stakeholders. Phil highlights the importance of data-driven decision-making with his 'dashboard' heuristic and shares vital lessons learned during the COVID crisis. He advocates for a more informal and human approach to board interactions and addresses the university's ethical stance on fossil fuels.

Dec 10, 2025 • 41min
152. Rupert Soames OBE: How to be a good listed company chair
Rupert Soames OBE is Chair of the CBI and Smith & Nephew plc and former CEO of Serco Group plc and Aggreko plc. Tune in to hear his thoughts on: Key moments from Rupert’s time as CEO that shape how he Chairs (1:33) Lessons from Aggreko’s acquisition of GE’s energy rental business (3:42) Was there anything a board could have done to mitigate Rupert’s disagreement with the Misys CEO when he was a divisional manager? (5:33) When chairs added most value to Rupert as CEO (9:35) How Philip Rogerson, Aggreko Chair, said “no” without demotivating Rupert (11:37) How Rupert tries to help CEOs iterate and communicate strategy as a board member (17:09) The macro-trends Rupert’s focused on as a Chair (21:22) How Rupert thinks about CEO compensation in a global market (26:17)⚡The Lightning Round⚡ (30:07) Audience Q&A (36:54) The value of execs taking non-exec positions alongside their main role (37:07) Rupert’s thoughts on the value of board evaluations (38:18) Where boards need to professionalise further (40:02)Host: Oliver CummingsProducer: Will FeltonEditor: Penelope CoumauMusic: Kate MacAudio: Nick KoldEmail: podcast@nurole.comWeb: https://www.nurole.com/nurole-podcast-enter-the-boardroom

Dec 3, 2025 • 44min
151. Natasha Frangos: How to sustain culture whilst growing rapidly - boardroom lessons from HaysMac
Natasha Frangos, Managing Partner of HaysMac, shares insights from her journey climbing the ranks in professional services. She discusses the sector-focused strategy that drove their growth and how restructuring management improved decision-making. Natasha emphasizes the importance of effective communication during strategic changes and the need for an internal CEO succession plan. She also highlights the advantages of international expansion, specifically in South Africa, and shares practical tips for replicating company culture abroad.

Nov 26, 2025 • 45min
150. Sir Douglas Flint CBE: Chairing listed companies - lessons from the BP Macondo crisis, HSBC and the abrdn rebrand
Sir Douglas Flint CBE is chair of Aberdeen, IP Group and the Royal Marsden NHS Trust and former chair of HSBC Group Holdings and NED at BP. Tune in to hear his thoughts on: The most valuable lessons Sir Douglas has learnt from the chairs he’s worked with (2:07) How chairs build consensus - the example of BP Chair Peter Sutherland (4:45) How to handle a split board (7:26) Lessons from the boardroom in the BP Macondo crisis (13:11) What the crisis teaches board members about risk (20:37) What it teaches about stakeholder relationships (24:44) What it teaches about how boards can help CEOs during crises (26:44) The board’s rationale for the Standard Life Aberdeen to abrdn rebrand (31:21) Why the board decided to rebrand again to Aberdeen (38:13) Advice Sir Douglas would offer to a board member facing a rebranding decision today (39:27) ⚡The Lightning Round ⚡(42:11) Host: Oliver CummingsProducer: Will FeltonEditor: Penelope CoumauMusic: Kate MacAudio: Nick KoldEmail: podcast@nurole.comWeb: https://www.nurole.com/nurole-podcast-enter-the-boardroom

Nov 19, 2025 • 40min
149. Mark Winlow: Bank & Insurance Boards - lessons from the boards of Aon and Starling Bank
Mark Winlow is Chair of several financial services companies, including Aon UK and Redwood Bank. Formerly, he was Audit Chair at Starling Bank and NED at Tesco Underwriting, AIG Life Ltd, and others. Tune in to hear his thoughts on: Three examples where insurance boards have changed the trajectory of their businesses (2:18) Non-execs transitioning to CEO (5:19) Mark’s heuristics for understanding insurance businesses (8:02) Three things every board member needs to understand to add value (12:34) Where board members need to go to understand people & culture (14:50) The relationship between insurance and bank boards and respective regulators (17:37) Starling Bank - the moment key execs left and founded Monzo (22:42) How Monzo out-marketed Starling (25:30) Why Mark thinks the tortoise strategy will beat the hare (26:51) ⚡The Lightning Round ⚡(33:02) Host: Oliver CummingsProducer: Will FeltonEditor: Penelope CoumauMusic: Kate MacAudio: Nick KoldEmail: podcast@nurole.comWeb: https://www.nurole.com/nurole-podcast-enter-the-boardroom


