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Enter the Boardroom

Enter the Boardroom

Enter the Boardroom Community 187 Episodes Oct 7, 2026

Enter the Boardroom is a weekly podcast from the Enter the Boardroom Community. Host Oliver Cummings, CEO of Nurole, interviews leading chairs, board members, CEOs, and academics to uncover insights and hard-won lessons rarely shared publicly. The show aims to help listeners sharpen their board proposition and build a network of serious peers. It also promotes the community's deeper resources and offers a discount for listeners.

Episodes

194. Matthew Lester: How a chair finds out what's really going on inside the business
194. Matthew Lester: How a chair finds out what's really going on inside the business Oct 7, 2026 2509 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
193. Dame Hayaatun Sillem: How to use early board roles to accelerate your exec career and set up a non-exec portfolio
193. Dame Hayaatun Sillem: How to use early board roles to accelerate your exec career and set up a non-exec portfolio Sep 30, 2026 2676 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 (15:1
192. Nick Wheeler OBE: The tortoise who built Charles Tyrwhitt - focus, founders and knowing when to step back
192. Nick Wheeler OBE: The tortoise who built Charles Tyrwhitt - focus, founders and knowing when to step back Sep 23, 2026 2807 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
191. Debbie Wosskow CBE: How entrepreneurs can become high-impact board members
191. Debbie Wosskow CBE: How entrepreneurs can become high-impact board members Sep 16, 2026 2682 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 d
190. Sir Lloyd Dorfman CBE:  Why boards need to encourage more persistence and risk - lessons from Travelex and the Royal Ballet and Opera
190. Sir Lloyd Dorfman CBE: Why boards need to encourage more persistence and risk - lessons from Travelex and the Royal Ballet and Opera Sep 9, 2026 2478 Sir Lloyd Dorfman CBE is founder of Travelex, the world's largest retailer of foreign exchange. Today, he is Chair of the Royal Ballet and Opera and sits on the Mayor of London's Business Advisory Board and is Chair of Dorfman Media Holdings. Listen to this episode to hear about: How Sir Lloyd talked his way into Heathrow Terminal 4 (01:35) How Travelex outbid the clearing banks for the
189. Jacqui Ferguson: How boards choose a chair, and how to be the one they pick
189. Jacqui Ferguson: How boards choose a chair, and how to be the one they pick Sep 2, 2026 2444 Jacqui Ferguson started her career as a technologist in Scotland and rose to become a divisional CEO at Hewlett Packard. Today, she is a SID at Croda International plc and NED at National Grid plc. Listen to this episode to hear about: How Jacqui found out she was becoming chair of Tesco Bank (01:52) How a board actually decides who becomes its next chair (08:27) Working for Meg Whitman during Hew
188. James Thornton: How to get founder-to-CEO succession right
188. James Thornton: How to get founder-to-CEO succession right Aug 26, 2026 2597 James Thornton is CEO of Intrepid Travel, the world's largest adventure travel B Corp, operating in more than 100 countries with $809 million in revenue and 317,880 customers in 2025. He became the company's first non-founding CEO succeeding co-founders Darrell Wade and Geoff Manchester. Tune into this episode to hear about: The five-year test: how James was quietly auditioned to become
187. Ilse Howling: How to be the chair a board needs - create space, listen, pick the team
187. Ilse Howling: How to be the chair a board needs - create space, listen, pick the team Aug 19, 2026 2562 Ilse Howling is Chair of Frontier Developments, the AIM-listed video games company behind Planet Zoo and the Jurassic World Evolution franchise. Previously, she spent over a decade as Managing Director of Freeview. Listen to this episode to learn more about: The three things that actually make a great chair (02:23) How to get shareholders to give up what they individually want for what the compan
186. Tom Toumazis MBE: How to build a portfolio career: getting your foot in the door, identity challenges and the exec-to-non-exec transition
186. Tom Toumazis MBE: How to build a portfolio career: getting your foot in the door, identity challenges and the exec-to-non-exec transition Aug 12, 2026 2395 Tom Toumazis spent 8 years as EVP and Managing Director of Disney-ABC-ESPN in EMEA. Since stepping off the executive track a decade ago he has built a portfolio career which includes SID at PRS for Music, NED at Directors UK and Deputy Chair of the University of Westminster amongst others. Interested in what it takes to build a portfolio career? Tune in to hear about: How investing his own money b
185. Dame Anne Richards: From CERN to Coutts: How boards behave under pressure
185. Dame Anne Richards: From CERN to Coutts: How boards behave under pressure Aug 5, 2026 2579 Dame Anne Richards is Chair of Coutts, NED at Land Securities and Chair of TheCityUK Leadership Council. Previously, she was CEO of Fidelity International. Listen to this episode to find out more about: The three boardroom experiences that shaped Dame Anne Richards (01:57) The afternoon the entire board resigned (06:01) Why trust matters more than governance processes (14:38) Why boards should thi
184. Gavin Patterson: How boards make or break a CEO - lessons from the BT boardroom
184. Gavin Patterson: How boards make or break a CEO - lessons from the BT boardroom Jul 29, 2026 2621 Why becoming a NED made Gavin a better CEO (01:33) The advice Gavin would give himself  looking back (09:12) How to unlock the high-flying CEO who always thinks they’re right (14:34) The two warnings Gavin ignored before BT fell apart (18:27) The truth about his departure from BT (21:46) Why Gavin doesn’t agree with ‘I’ll back you ‘till I sack you’ (26:41) What everyone could learn from PE firms a
183. Ian Filby: Power in the boardroom: PE control, public scrutiny & activist pressure
183. Ian Filby: Power in the boardroom: PE control, public scrutiny & activist pressure Jul 22, 2026 2581 Ian Filby spent almost 30 years at Alliance Boots before becoming CEO of DFS. He then served as Chair at Joules and Pendragon, where he navigated activist shareholder pressure. Listen to this episode to learn about: What private equity taught Ian about how boards should behave (01:34) The danger of drifting from data to anecdote (05:36) The KPI mistake that leaves boards blind to the future (08:04

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