Leadership & business
August 17, 2026

Second Act Speakers: 10 Experts Who Built A Career After The First One Ended

Second act speakers who left one elite career and built another, from Edwin van der Sar to Andy Buckley, Nick Clegg and Lucy Adams.

Lily Willen
Leadership & business
August 17, 2026
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Second act speakers have done one thing at an elite level, walked away from it, and built something else. The break is the content. Your audience gets the first career for credibility and the second for the part that transfers, which is what it takes to be a beginner again after years of being the most qualified person in the room.

Why book a second act speaker?

Book a second act speaker when your audience is facing a change they did not choose. Restructures, role changes, acquisitions, retirement and automation all ask people to set down hard-won expertise and start again. Someone who has done that publicly describes it with more precision than a career specialist can.

The useful part is the handover. These speakers can name what they kept, what they had to drop, and how long the gap between the two careers actually felt. That gives an audience something more usable than encouragement, particularly in a room where people are quietly worried their experience is about to stop counting.

Here are five speakers whose pivot sits at the centre of their session, followed by five more with the same shape of story. For a lighter version of the same theme, our roundup of comedians with a second career covers the entertainment side of it.

Edwin van der Sar, Speaker, 2x Champions League Winner, Former Manchester United Goalkeeper, Ex-Ajax CEO

Edwin van der Sar

Book Edwin for

Going from world-class performer to running the organisation.

Edwin van der Sar won two Champions League titles and held the world record for consecutive clean sheets before retiring and taking over as CEO of AFC Ajax. Those two jobs share a building and almost nothing else. One rewards individual execution under extreme scrutiny, the other rewards patience, delegation and decisions whose results land years later.

For leadership teams managing succession or transformation, Edwin is direct about what the transition demanded of him and what he got wrong early on. His sessions cover performing under pressure and building accountability cultures, with the boardroom half grounded in a real operating role rather than a metaphor drawn from the pitch.

Learn more and book Edwin van der Sar →

Andy Buckley, Speaker, The Office Actor, Comedian, Event Emcee, Former Senior Financial Advisor

Andy Buckley

Book Andy for

A keynote and a hosting slot from a Merrill Lynch adviser turned Hollywood actor.

Andy Buckley spent a decade as a financial adviser at Merrill Lynch, then went on to play David Wallace in NBC's The Office. His session, Celebrities, They're Just Like Businesses, argues that success in acting runs on the same mechanics as success in any commercial role: preparation, rejection tolerance, and knowing your market.

Andy also works as an emcee, so he covers two lines on the run sheet. Booking him as both keynote and host gives an event a consistent voice through the day, and the Wall Street half of his background means he can hold a room of finance and sales people without translating everything into showbusiness.

Learn more and book Andy Buckley →

Nick Clegg, Speaker, Meta President Global Affairs, Ex-UK Deputy PM, Author

Nick Clegg

Book Nick for

Reading political and regulatory change from inside government and inside Big Tech.

Sir Nick Clegg served as UK Deputy Prime Minister, then spent years as President of Global Affairs at Meta. Very few people have sat on both sides of the technology regulation table, and that combination is the reason to book him. He can describe how policy gets made and how a large platform actually responds to it.

For organisations trying to plan around digital policy, international relations or shifting political risk, Nick offers a view of the machinery rather than a commentary on the headlines. He also works as an event moderator, which suits panels where the subject is contested and the chair needs to be credible to everyone on stage.

Learn more and book Nick Clegg →

Lucy Adams, Speaker, HR Expert & Change Strategist

Lucy Adams

Book Lucy for

Rebuilding HR practice for organisations where the old model has stopped working.

Lucy Adams was HR Director at the BBC and Serco before founding Disruptive HR, where she now works as CEO. That move from running a function inside a large institution to building a business challenging how the function operates gives her an unusual position: she is critiquing a job she actually held at the top.

Her sessions suit HR and leadership audiences who know their processes are dated and want evidence rather than exhortation. Lucy uses humour and case examples to make the case for changing performance management, engagement and leadership development, and she is candid about which parts of the traditional model she defended before changing her mind.

Learn more and book Lucy Adams →

Paul Epstein, Speaker, Ex-NFL/NBA Chief Sales Officer, Bestselling Author, WIN MONDAY Founder

Paul Epstein

Book Paul for

A repeatable decision-making system built across NFL and NBA front offices.

Paul Epstein spent fifteen years as a chief sales officer across NFL and NBA franchises, breaking Super Bowl premium sales records, then left to build WIN MONDAY as a leadership and culture practice. The commercial track record is what separates his work from general motivation: he was carrying a number, not observing one.

His Win Monday session draws on research from his own growth lab, including the finding that 86% of employees consider Monday their worst day of the week. He has delivered the programme to audiences at Amazon, Disney, Johnson & Johnson and NASA, which makes him a fit for sales and leadership teams in the same room.

Learn more and book Paul Epstein →

Five more speakers who changed lane

These five carry the same shape of story in a shorter format, which suits a panel slot, an after-dinner booking or a second keynote alongside one of the speakers above. Where the second act meant building something rather than joining it, see our list of founder speakers who actually built the company.

Marc Priestley, McLaren F1's Former Number One Mechanic

Marc Priestley

Marc spent a decade as McLaren's number one Formula 1 mechanic, working alongside Hamilton, Alonso and Button, and now broadcasts and speaks on high-performance teamwork. He talks about precision, communication and continuous improvement using pit lane examples that translate cleanly into operational teams.

Learn more and book Marc Priestley →
Gary Paffett, Speaker, Formula E Racing Director, Two-time DTM Champion, Former F1 Test Driver

Gary Paffett

Two-time DTM champion and former F1 test driver, Gary now works as a Formula E Racing Director. His move from the cockpit to running a team gives him a practical view of how trust gets built and how specialists get aligned around a single objective.

Learn more and book Gary Paffett →
Bill Grimsey, Speaker, Retail Expert, Author, Food & DIY Authority

Bill Grimsey

After 45 years as a retail executive, Bill turned to reviving high streets and town centres, publishing reviews that have shaped government policy. He gives local authorities and retail businesses an unvarnished assessment of what comes next and a pragmatic route through it.

Learn more and book Bill Grimsey →
Neil Warnock, Speaker, Record-Breaking Football Manager, Former Professional Player

Neil Warnock

Neil moved from professional player to record-breaking manager, spending five decades in football dugouts across the Premier League and below. He speaks on leadership, motivation and holding a group together through bad runs, with the storytelling that makes him an after-dinner favourite.

Learn more and book Neil Warnock →
Kelli Masters, Speaker, Sports Agent, Trailblazer, Lawyer, Mentor, Author

Kelli Masters

Kelli qualified as a lawyer, then became the first woman to represent a Top 5 NFL Draft pick. She speaks on talent management, sports law and mentoring, drawing on a career built in an industry that had no obvious route in for her.

Learn more and book Kelli Masters →

Frequently Asked Questions

What is a second act speaker?

A second act speaker is someone who reached a senior or elite level in one field, left it, and built a second career elsewhere. The session usually covers both careers and the transition between them, which is the part audiences facing their own change find most useful.

What kind of events suit a second act speaker?

They fit leadership conferences, change and transformation programmes, sales kick-offs, and any event where the audience is being asked to work differently. They also suit retirement and career transition programmes, and after-dinner slots where the story carries the evening. Where the change was forced rather than chosen, our performance under pressure speakers cover the same ground from a different angle.

Do second act speakers only talk about their own story?

No. Most build the session around a framework the audience can apply. Paul Epstein runs a decision-making system, Lucy Adams works from evidence on HR practice, and Edwin van der Sar focuses on accountability cultures rather than autobiography.

How much does it cost to book a second act speaker?

Fees vary by profile, format and location. Well-known names with international recognition sit at the higher end, while specialists with a strong commercial track record are often more accessible. Contact the PepTalk team with your date, budget and audience and we will come back with options.

💡 Looking for the right speaker for your next event? Let us know what you need and we will find the perfect PepTalk expert for your organisation. Email us at hello@getapeptalk.com or send us a message via the chat. You can also call us on +44 20 3835 2929 (UK) or +1 737 888 5112 (US). Remember, it's always a good time to get a PepTalk!

Lily Willen is a Senior Client Partner at PepTalk and the company’s first US hire, leading growth across the Americas. With 8+ years in client-facing and commercial operations roles across expert networks and consulting, she partners with senior leaders to scope complex needs and deliver high-impact solutions. Her experience spans account growth, strategic programme design, and building teams and playbooks in fast-growing global organisations. She holds a BSc in Management from Tulane University and is based in New York.

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