Ollie on Work
Helping ambitious leaders avoid the Career Expiration Trap.
I'm Ollie Henderson. I've spent 15+ years founding businesses and I'm still experimenting today. I've learned what keeps leaders ahead. Entrepreneurial skills that create momentum regardless of what shifts.
Real conversations with business and thought leaders like Daniel Pink, Rory Sutherland, and Lynda Gratton about leading multigenerational teams, implementing AI strategy, and building what comes next as the rules of work change.
No generic future-of-work trends. Just practical insights for leaders who refuse to expire.
You can also read more about these themes in the Ollie on Work newsletter.
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- Update frequency
- every 4 days
- Average duration
- 26 minutes
- Episodes
- 240
- Years Active
- 2020 - 2025
Best of 2023: Julia Hobsbawm
BEST OF 2023 EPISODES:
Today's guest is Julia Hobsbawm, Writer, Speaker, Consultant and Broadcaster about the future of work, Social Health and creating a better connected and functioning society.
Juli…
Best of 2023: Rory Sutherland
BEST OF 2023 EPISODES:
A special episode recorded live in conversation with Ogilvy Vice Chairman Rory Sutherland at the Work/Life Flywheel launch at a pub in Soho in January 2023.
We discuss various to…
What's next?
This series, I'm sharing insights from my book Work/Life Flywheel.
In this final episode, I explain the impact writing has had on my work/life and what I'm working on next.
LINKS:
Trust the process
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I explain why during the inevitable ups and downs of work and life, you must trust the process and keep your flywhee…
Tracking your progress
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I explain why we value making progress so highly, and how to help track yours.
Chapter Summary:
- Developing a journalin…
Moments of reflection
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss the power of journaling in our work and personal lives.
Chapter Summary:
- Ensuring that your 'stress bucket' …
Rest and recovery
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I explain why rest and recovery are an essential component of building a successful, sustainable career.
Chapter Summ…
Following your curiosity
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I explain why finding your purpose may not be as difficult as you think - just follow your curiosity.
Chapter Summary…
Lifelong learning
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss why we're moving to an era of the multi-stage life, and why that requires us to adapt our view of learning…
Connection and collaboration
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss the significance of building connections with others and outline the perfect conditions for great collabor…
Cultivating your network
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss why networking remains critical to building your career and that it needn't be something you fear.
Chapter …
The content flywheel
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss the importance of expressing your ideas and how to build a content flywheel.
Chapter Summary:
- It's no longer…
Designing tests
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I explain why the only way to grow is by making many small experiments
Chapter Summary:
- Imposter syndrome can breed hu…
Niching down
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I explain why niching down is important and share a practical exercise to help you identify your focus area.
Chapter …
Telling stories
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss why stories are important to understand what's possible and helping you achieve it.
Chapter Summary:
- Using c…
Getting into the flow
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss how harnessing the different flow triggers
Chapter Summary:
- Flow state isn’t something reserved for sportspe…
Creative magic
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss why it pays to treat creativity as a value.
Chapter Summary:
- Creativity has always been an important skill a…
Visualising your goals
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss how combining different techniques will help you with your goal-setting and attainment.
Chapter Summary:
- Mat…
The north star
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss why identifying the things that really matter to you helps you make better decisions on where to focus you…
Prioritising what matters
This series, I'm sharing insights from my book Work/Life Flywheel.
In this episode, I discuss why, given there are only a limited number of hours in the day, you need to decide what matters most.
Chapt…