Ollie on Work
I've had three careers - manager, founder & CEO, creator. Each transition taught me something crucial - the skills that matter aren't the ones everyone's scrambling to learn. While people panic about what AI will replace, I've been asking 1,000+ professionals a different question - what skills actually help you adapt when everything changes? The answer? It's entrepreneurial. Adaptability, problem-solving, smart risk-taking - your career insurance policy. On Ollie on Work, I dig into this with guests like Daniel Pink, Dorie Clark, Lynda Gratton, Marcus Buckingham, Rory Sutherland, Tim Harford and Tyler Cowen. Real conversations about thinking differently and building skills that matter. Not just following the latest trend. You can also read more about these themes in the Ollie on Work newsletter. Hosted on Acast. See acast.com/privacy for more information.
Episodes
This is the final episode in a mini-series focused on setting you up for a successful and fulfilling 2025.
Today, I'm sharing my conversation with Marcus Buckingham, bestselling author and renowned research director, about understanding the hidden patterns that drive career success.
Marcus spent two decades at Gallup Organization co-creating the StrengthsFinder tool, built his own coaching and education firm, and now leads re...
This week, I'm resharing my 2022 conversation with strategy consultant, executive coach, and keynote speaker Dorie Clark.
Dorie has twice been named one of the Top 50 Business Thinkers in the World by Thinkers50, and the #1 Communication Coach in the World by the Marshall Goldsmith Leading Global Coaches Awards, as well as one of the Top 10 Communication Professionals in the World by Global Gurus.
She's also the author of sev...
This week, I'm resharing my conversation with Daniel Pink, in which we explore how to make better decisions using mental time-travel.
Dan is the author of five New York Times bestsellers, including his latest, The Power of Regret: How Looking Backward Moves Us Forward, published this month. His other bestsellers include When and A Whole New Mind, To Sell is Human, and Drive, which brought the i...
This week we're revisiting a standout conversation with Grace Lordan, Associate Professor in Behavioural Science at the LSE and author of Think Big.
Grace shares her approach to goal setting, building resilience, and embracing uncertainty as essential ingredients for creating the future you want.
Whether you're reflecting on your career path or planning new habits for 2025, this episode offers practical steps to help you ...
This week I share some thoughts on why 2025 will be the year of the AI Agent.
Plus, how it will affect roles in B2B marketing, learning & development, and law.
Finally, I share some advice on how you can prepare your company and team.
READ:
Work Redesign: Humans + AI Agents
LINKS:
Subscribe to the Future Work/Life Newsletter
This week, I’m joined by David Landman, former Goldman Sachs executive turned advisor and educator.
After two decades leading performance management, talent mobility, and talent development at Goldman, David embarked on what he calls The Long Exhale - a transformative sabbatical that reshaped his outlook on work and life.
David shares his journey into purpose-driven work, reflecting on what it means to create a more sustainab...
This week, I'm joined by Donald (DK) Knight, SVP of People & Culture at Warner Bros. Discovery.
Donald has had a varied career, working in senior HR and people roles and serving as a venture partner and advisor for Valor VC, PeopleTech Partners, and Lattice.
We had great fun discussing various topics related to company culture, wellbeing, and the skills you need to build a fulfilling work/life. You'll enjoy this.
TALKI...
This week, I’m joined by David Blake, CEO of Degreed and a pioneer in the world of lifelong learning and skills development.
Degreed, founded in 2012, launched with the mission of “jailbreaking the degree”, where all skills are recognised, irrespective of how they are acquired. More than 9 million learners from hundreds of global companies now use Degreed to gain the skills to grow in their careers.
If you've been think...
Welcome to this special episode of Future Work/Life, in which we take a step back and reflect on the key themes and insights from Season 15 so far.
It’s been a busy few months—between speaking events and connecting with people leaders, I've had the privilege of speaking with incredible guests about the future of work, leadership, learning, and what it means to be human in an AI-powered world.
In this episode, I bring togethe...
This week, I’m joined by Grief Gang's Amber Jeffrey, a podcaster, speaker, and grief mentor.
Despite tackling a challenging topic, I thoroughly enjoyed our conversation, which was filled with laughter and positivity. We explore how grief is often hidden in the workplace, how creating space for these conversations can help people heal, and why connecting during tough times matters. I finished our conversation feeling more confide...
This week, I’m joined by Cara Brennan Allamano, cofounder of PeopleTech Partners and experienced people leader at startups and high-growth companies. Cara has been instrumental in scaling people functions at Pinterest, Udemy, and, most recently, Lattice.
In this episode, we explore the biggest challenges and opportunities in the world of work, how AI is reshaping jobs, and Cara's advice for people leaders and executives looking ...
This week, I'm joined by Pat Wadors, newly appointed CHRO at Intuitive, a leading medical technology company. Pat has previously led HR at UKG, ServiceNow, LinkedIn, and Yahoo and is widely recognised for her transformative leadership in the people space.
In this episode, we explore leadership, storytelling, and the power of human connection. Pat also shares insights from her upcoming book, Unlock Your Leadership Story: How to B...
This week, I’m joined by David Hanrahan, Chief People Officer at Flare.
Flare’s software platform is transforming the delivery of professional services within the legal sector. By simplifying complex processes, Flare empowers lawyers to deliver an elevated experience, ensuring clarity and support during key life events.
In this episode, David and I dig into some of the biggest challenges and opportunities shaping the modern w...
This week, I’m joined by Michael Ioffe, co-founder and CEO of Arist.
Arist is used by leading organisations to deliver behavioural training and critical knowledge through the messaging tools employees use every day, like WhatsApp, Slack, and Teams.
Michael’s background is fascinating—from his early entrepreneurial endeavours to building a platform that’s reshaping how people learn on the job. Listen in to discover more...
...
This week, Melissa Daimler, Chief Learning Officer at Udemy, returns to the podcast.
Melissa brings decades of experience shaping leadership, learning, and organisational culture at some of the world’s leading companies, including Adobe, Twitter, and WeWork (you can listen to what she learned during her brief spell at the latter on her previous pod appearance).
She's also the author of ReCulturing: Design Your Company Culture...
This week, I speak with Chloe Combi, an expert on Gen Z and Gen Alpha, who’s spent years researching and advising on how these younger generations are reshaping work, education, and culture.
Chloe is the author of Generation Z: Their Voices, Their Lives and a consultant to some of the world’s leading brands. She helps them connect with and understand the next generation of workers and consumers.
In this episode, Chloe dives ...
This week, I speak with Nancy Duarte, CEO of Duarte Inc. and the world's leading presentation expert.
Nancy’s career is a masterclass in the art of communication. She has advised TED, worked with Al Gore on the documentary An Inconvenient Truth, and helped some of the world’s biggest companies communicate effectively. She is famous for her deep understanding of storytelling and empathy, and her analysis of speeches by ...
This week, I speak with Nick Matthews, VP and GM of Europe, Middle East & Africa at Culture Amp.
Nick brings a unique blend of experiences from his early days teaching Liam Neeson’s kids to swim to his career in tech. He started his career at Deloitte Consulting before moving to Yammer, which was later acquired by Microsoft, where he worked for four years before joining Culture Amp in 2016.
Culture Amp is the world’s lead...
In this episode, I interview Isabel Berwick, presenter of the award-winning Financial Times' Working It podcast and co-writer of the Working It newsletter.
Isabel's new book The Future-Proof Career: Strategies for thriving at every stage is published this week. We had a brilliant conversation about careers, management and changes in how we work. The book is a great read, so make sure you order a copy!
"Covering topics as wide...
In this episode, I had a fascinating chat with Hannah Grady Williams, the founder of d'Skills.
We explored the challenges of the traditional education system and how new technologies, particularly AI, can revolutionise learning and skill acquisition for young minds eager to make their mark in the world.
d’Skills is a 10-week virtual, cohort-based bootcamp where high schoolers learn new digital and AI skills and convert them ...
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