Human-work evolution storyteller
Oliver Pickup is a distinguished London-based speaker, journalist and thought leader specialising in "human-work evolution" – a term he coined – in an increasingly digital world. As the creator of the provocatively titled monthly newsletter "Go Flux Yourself", and a weekly video series called "Thank Flux it's Friday", Oliver offers business leaders incisive insights into navigating workplace transformation with humanity at its core.
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Oliver Pickup is a "human-work evolution" storyteller: a London-based speaker, journalist, and cultural commentator who helps leaders and their people maximise their potential by navigating the changes reshaping how we work, connect, and thrive. Ultimately, he wants people to be the carpenter, not the nail.
His monthly newsletter, "Go Flux Yourself", helps people navigate human-work evolution (launched in January 2024, now with hundreds of subscribers). Ollie translates complex shifts into practical insights. Not predictions about 2050, but evidence of what's working right now, the skills that matter, the mindsets that help, and the practical steps anyone can take. Since January 2026, in a bid to elevate his content above the AI slop, he has produced a weekly video, "Thank Flux it's Friday".
Ollie's journey began in sports journalism at The Observer in 2006. He has since been bylined in every major English newspaper and publications globally, including the Financial Times, Guardian, Telegraph, Times, Wall Street Journal, and New Statesman. He pivoted to business and technology in 2014, when the arrival of his eldest child reshaped his priorities and made the weekends sacrosanct family time.
When ChatGPT launched in November 2022, Ollie experienced FOBO (fear of becoming obsolete). Rather than retreat, he started researching, writing, and speaking about what was happening. That journey transformed FOBO into something useful: clarity about which human capabilities become more valuable as technology advances, and how anyone can develop them.
He founded Pickup Media Limited in 2009 and co-founded Pickup_andWebb in 2024, a thought-leadership consultancy that combines award-winning journalism with brand strategy. He is also the former creator and host of "Upper Bottom", a sobriety podcast that ran for 52 weekly episodes.
Ollie's talks are built around his Seven Cs framework (Collaboration, Communication, Compassion, Courage, Creativity, Critical Thinking, and Curiosity), the human capabilities that technology cannot replicate. Whether discussing the importance of non-digital connection, the collapse of graduate jobs, agentic AI, the loneliness epidemic, or the investment gap between technology and people, Ollie consistently emphasises that humans must be the lead dance partner in every decision about technology. Not left to follow.
As an experienced keynote speaker, moderator, and panellist, Ollie has appeared at events including London Tech Week, DTX Manchester and London, Economist Impact's Sustainability Week, the Portfolio Career Festival, and corporate and industry gatherings across the UK and Europe. He co-hosts the DTX Unplugged podcast. His sessions blend research, storytelling, and practical tips.
Ollie's particular expertise includes:
What sets Ollie apart is his commitment to practising what he preaches. He volunteers for Be My Eyes (helping visually impaired people) and has been a Befriender for Linking Lives UK. He cares about building a future that serves human flourishing, and believes we all have more potential than we realise.
Ollie holds a master’s degree from the University of St Andrews, a postgraduate diploma from Cardiff JOMEC, and is an RSA Fellow. He is represented by Pomona Partners speaker agency.
For organisations seeking to navigate "human-work evolution" – a phrase he coined – with clarity and confidence, Ollie informs, educates, and inspires. He leaves audiences feeling clearer, more confident, and ready to act.
When Oliver's four-year-old daughter was asked at her nursery graduation party what she wanted to be when she grew up, she didn't say ballerina or train driver. She said: "I want to be an explorer." In that moment, Oliver realised she'd stumbled upon exactly what we all need to become. We're charting unknown territories, facing unfamiliar challenges, trying to make sense of a landscape shifting beneath our feet. But here's the twist: we need to be kind explorers. Kind to ourselves as we navigate complexity. Kind to our teams as they grapple with uncertainty. Kind to the wider world our decisions will impact. Gallup found that one in five employees worldwide feels lonely every day. Loneliness is as harmful as smoking 15 cigarettes a day. This keynote shows audiences how to embrace change with curiosity, courage, and compassion — not fear.
Minouche Shafik, former Columbia University President and now Chair of the V&A, puts it perfectly: "In the past, jobs were about muscle; now they're about brains; but in the future, they'll be about the heart." LinkedIn's research confirms it: four of the top five skills UK employers now demand are "soft" skills. Communication tops the list. Yet 77% of employees globally remain disengaged, and 60% of the workforce will require significant upskilling by 2027. This talk introduces Oliver's Seven Cs (Collaboration, Compassion, Communication, Courage, Creativity, Critical Thinking and Curiosity) and shows audiences how to develop the human capabilities that technology simply cannot replicate.
It’s been reported that OpenAI head honcho Sam Altman keeps a sign in his office: "No one knows what happens next." If the person arguably most consequential in steering our relationship with AI admits to professional bewilderment, perhaps we should stop pretending we have five-year plans. Gartner predicts that 33% of skills present in a 2019 job posting are already obsolete. The World Economic Forum says 65% of job skills will change by 2030. Standing still is the same as moving backwards. The people who thrive will be those who build "learning velocity": the habit of continuous adaptation. This talk shows audiences how to develop it, individually and organisationally. Oliver's talks inform and challenge. Audiences leave with: The Seven Cs framework for human skills that technology can't replicate (Collaboration, Compassion, Communication, Courage, Creativity, Critical Thinking and Curiosity) Clear-eyed understanding of the graduate pipeline crisis and what it means for their organisation Practical strategies for investing in people, not just technology The confidence to ask uncomfortable questions about decisions being made today A human-centred way forward
Portfolio Career Festival 2025 – debating AI
Leading The Future (podcast)
T.F.D.
Strengthscope
Work is Weird Now (podcast)
""Oliver Pickup is a fantastic moderator who brings personality and professionalism to everything he does. What sets Ollie apart is his capacity for intimately understanding a subject to dig into the nuances and elevate conversations or roundtables beyond a simple question-and-answer format. His people-first focus supports this approach, as he goes above and beyond to get to know the individuals involved in speaking and moderating opportunities to make people feel comfortable and able to express themselves truly.""
Tom Watts
""Ollie is that rare breed of speaker and moderator who combines deep technical knowledge with genuine warmth and charisma. Having worked with him at multiple DTX events, I've witnessed firsthand how he transforms complex technical discussions into engaging, human-centred conversations that resonate with our audience. His preparation is meticulous, but what truly sets Ollie apart is his natural ability to draw out insights from speakers while keeping discussions firmly anchored in real-world applications. He has a particular talent for weaving compelling narratives around technological advancement without losing sight of the human element. Whether moderating a panel on AI integration or leading a discussion about digital transformation, Ollie brings an infectious enthusiasm and refreshing authenticity to the stage. His personable style puts speakers at ease, resulting in more candid and valuable conversations. Our delegates consistently praise Ollie’s ability to make technical content accessible without oversimplifying it. He has become integral to our DTX events, helping us deliver intellectually stimulating and engaging sessions. I recommend Ollie for any speaking or moderating role. His professionalism, insight, and genuine interest in human-centric technology make him an asset to any technology event.""
Dominie Roberts
""We were incredibly impressed with Ollie's keynote, Exploring Humanity in the Digital Age, at our annual client event in September 2024. The audience was highly engaged and left feeling motivated, inspired, and well-informed. We received overwhelmingly positive feedback from our team and clients, highlighting the value of Ollie's insights. The content was informative and practical, providing tools we can immediately implement. The real-life examples shared resonated deeply with our audience and helped them understand the challenges and opportunities. Ollie was delightful to work with throughout the entire process. Incredibly professional, personable, and he even helped us choose a beautiful venue on the day. We highly recommend Ollie to any organisation seeking a dynamic, charismatic, and knowledgeable speaker.""
Virginia Okumi
""I highly recommend Oliver, who has been a key part of our extended team for over a year now. Oliver has been working with us at Sanofi on several critical projects, most notably on upskilling our 3000-strong employee advocates. This includes one-on-one sessions with them to give them personalised guidance and support, and most importantly, includes being our key presenter on our monthly storytelling workshops. Oliver brings outstanding storytelling insights into the workshops, with interesting and engaging content, an easy-to-follow rhythm and pace for our international cohort, and a great and friendly attitude. The reason I do not hesitate one second to recommend Oliver is simply because he has an uncanny way of immediately understanding our needs and delivering above and beyond our expectations. He always shows exceptional professionalism and attention to detail – and has been praised by many of our advocates for his personable ways and insightful advice. He’ll absolutely be a great asset to you.""
Anne Adam
""Oliver Pickup brought charisma, curiosity and composure in equal measure to his role as moderator at the 10th anniversary of Sustainability Week with The Economist in March 2025. His ability to thread insightful analysis with warmth and humanity ensured that even the most technical discussions felt accessible, compelling and grounded in real-world impact. With his background in storytelling and a sharp editorial eye, Oliver navigated the agenda with ease, asking the right questions at the right moments, drawing out powerful perspectives from a diverse set of global speakers. Whether steering high-level policy conversations or highlighting grassroots innovations, his personable style kept audiences engaged and speakers at ease. He was a consummate professional throughout – thoughtful in preparation, focused on the brief, and collaborative behind the scenes. His presence helped elevate the programme and reinforced the editorial standards we strive for at The Economist. I’d gladly work with him again – and highly recommend him to anyone seeking a moderator who can balance depth with dynamism.""
Edward Glanville
""Oliver would be a valuable addition to any expo, conference, briefing, roundtable or networking event. Basically, any event that requires a facilitator. He did a stellar job at our IoT Tech Expo World Series at Olympia in November 2023 and he’s sure to do so at yours.""
Michael Hughes
"Ollie was a dream to work with on London Tech Week 2026. He took the role seriously and was completely flexible on site – nothing flustered him and he became an extension of our team. His capability as both a moderator and an interviewer on a wide range of technology topics is top notch. He makes his guests feel comfortable and asked the questions the audience wanted to hear, which were often not the obvious/easiest questions to ask. I'd recommend Ollie without doubt."
Eddy Boyle
"We recently partnered with Ollie on our CX roundtable, bringing together a group of senior decision makers. It required credibility, impartiality, and someone who could create the kind of space where people felt comfortable sharing perspectives openly - Ollie did exactly that. The feedback from the event was excellent. What really stood out was the atmosphere afterwards. There was a real buzz in the room, people were keen to hang back, keep the conversation going, and were clearly energised by the session. What’s been just as valuable is what’s happened beyond the session itself. Ollie’s been proactive in helping us amplify the insights from the roundtable and the wider research behind it, picking up on genuinely interesting nuggets from the discussion and drawing out angles we’ll be looking to develop further. That’s added real depth to the project longer-term. From my side, he’s been an absolute pleasure to work with. Down to earth, collaborative, and someone who takes the pressure off. You feel like you’re in safe hands from the outset, which makes a huge difference when you’re running a big project with lots of moving parts. If you’re looking for someone who can elevate a conversation and turn it into something people genuinely engage with and remember, I wouldn’t hesitate to recommend Ollie."
Katherine Lacey
"Ollie moderated a recent roundtable session with real skill. He had clearly done his homework on the research and brought genuine curiosity to every theme we covered. What struck me most was how human and fun he is in the room – warm, quick-witted, and engaging in a way that put people at ease from the start. He has a rare ability to draw out honest, specific perspectives from a diverse group, often using well-judged humour drawn from his own experiences, or stories about his friends, to lighten the mood and surface the themes that really mattered. He kept the conversation moving without ever making it feel rushed, and created the kind of environment where people felt comfortable sharing real experiences rather than polished answers. Feedback from participants was uniformly positive, and the session produced exactly the kind of debate and insight we were hoping for. I would recommend Oliver without hesitation to any organisation looking for a moderator who combines editorial intelligence with a light but confident touch."
Jesper With-Fogstrup
"I’ve worked with Ollie over several years across both copywriting and panel hosting, and he has been an invaluable creative partner throughout. As a writer, he has a strong ability to take complex, often abstract or theoretical ideas and translate them into impactful content that resonates with business audiences. He consistently turns initial briefs and rough outlines into well-structured, engaging articles that feel sharp, relevant, and on-message. His speed of comprehension and instinct for what will land with a professional audience make him a reliable extension of our content team. As a panel host, he brings the same clarity and control to live discussions. He is skilled at guiding conversations, drawing out key insights and ensuring panels remain both focused and engaging. He prepares thoroughly, adapts quickly in the moment and creates a strong experience for both participants and audiences. He is collaborative, easy to work with and consistently brings a thoughtful, editorial mindset to every project. A trusted freelancer who has added real value to our content output. Thank you, Ollie!"
Alice Barrett
