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
JK Molina - Grow your business with social (and why likes ain't cash!)
From his home in Guatemala, this week's guest grew and sold a business using only his free Twitter account for marketing.
He now offers to help you grow your Twitter account to $30,000 per month throu…
Emmie Faust - Female Founders Rise
Today's guest is Emmie Faust, founder of Female Founders Rise, a community designed to give founders inspiration, support and growth.
Emmie's a long-time founder, exiting two companies, and she's now…
Virginie Raphael - Investing in a better workforce
Today's guest is Virginie Raphael, Founder & Managing Partner at Full Circle, a perpetual pre-seed fund investing in a better workforce.
We discuss:
- Why now’s a good time too start something
- The opportu…
Mark Chaffey: Unleashing a new wave of talent
My guest today is the CEO of hackajob Mark Chaffey.
Mark co-founded the company in 2014 and is on a mission "to make the hiring process fairer, faster and based on skills rather than backgrounds so th…
Ollie & Rory Sutherland discuss the future of work & careers
It's a special episode today as I share my conversation with Ogilvy Vice Chairman Rory Sutherland at the Work/Life Flywheel launch at a pub in Soho a couple of weeks ago.
We discuss various topics, in…
Work/Life Flywheel has landed at number 1!
Work/Life Flywheel is now out and has already become a bestseller!
Thanks for your support so far and please share these links with anyone who wants to reimagine their career in 2023.
UK: https://amzn.…
Marcus Buckingham - Love + Work
My favourite episodes are the ones that leave me with a fresh new perspective. That's what makes today's a classic.
Marcus Buckingham is the author of two of the best-selling business books of all tim…
Maya Grossman - Become the CEO of your career
This week my guest is career success coach Maya Grossman.
After a successful corporate career during which she got promoted 10 times in 15 years, Maya quit her job in October 2021 to start her own bus…
Austin Belcak - Helping you land an amazing job
My guest today is Austin Belcak, content creator and founder of Cultivated Culture.
Austin pivoted out of his corporate career after successfully growing an audience on LinkedIn (which now totals 1.35…
Isabel Berwick - Talking all things work (current and future)
This week my guest is Isabel Berwick.
Isabel is the host of the chart-topping podcast Working It, one of my go-to weekly listens.
Having worked at the Financial Times as a journalist and editor since 2…
Tony Jamous - Hire anywhere, thrive everywhere
My guest this week is Tony Jamous, CEO of Oyster.
Oyster mission is to make global employment easier for companies and talented workers.
Tony's team is fully distributed and has grown by over 650 peopl…
FWL#117: Building in public is the secret to a legendary career
Future Work/Life #117: Building in public is the secret to a legendary career
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Dorie Clark - Grow your career by playing the long game
This week's guest is 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 Commun…
FWL#116: Time to update your LinkedIn profile (before radically rethinking how you design your career)?
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Ollie Henderson - Introduction to Work/Life Flywheel
I've got a very special guest today - me!
I share the first chapter from my new book, Work/Life Flywheel: Harness the work revolution and reimagine your career without fear, which will be published on…
FWL#115: 5 fresh ideas on supporting your team during a recession
Future Work/Life newsletter #115: 5 fresh ideas on supporting your team during a recession
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Jacob Morgan - Leading the future of work
My guest today is Jacob Morgan.
Jacob is the bestselling author of 4 books, an entrepreneur and podcast host. He's also founder of the Future of Work University and a regular speaker at global events …
FWL#114: If not work/life balance, then what?
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Christine Armstrong: A new era of work
My guest today is making her second appearance on the show. Christine Armstrong is a researcher, speaker and vlogger on work - present and future.
We discuss her recent research on how businesses are …
FWL#113: Making it easier to hire the right people
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