Squiggly Careers
Courage and why playing it safe in your career is becoming riskier (Day 2) | Open to Work
Published: 2 June 2026 at 08:00 Europe/London
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Episode notes
Even if you're not changing jobs, your job is changing. In day two of this special five-part series, Helen and Aneesh Rahman explore the second C, courage, and why it's becoming one of the most important skills you can bring to work right now. From Polynesian wayfarers to Apollo 13 to leaving a high-profile CNN career to become an unpaid intern on a presidential campaign, courage has always been at the heart of how humans do anything worth doing. The good news? You don't have to start with a giant leap. 🎯 What You'll Learn – Why courage is necessary for curiosity (and why being told to be compliant at work has made courage harder than it should be) – Why if you aren't failing, you aren't doing enough in this new world of work – How micro courage compounds over time (and why small, uncomfortable actions build to bigger leaps) – What companies and leaders need to do to create environments where courage is actually possible – One thing you could do tomorrow that feels uncomfortable today 📚 Resources Mentioned Open to Work - Aneesh Rahman and Ryan Roslansky Email Helen and Sarah to share your moment of courage and get an accountability partner: [email protected] For questions about Squiggly Careers or to share feedback, please email: [email protected] Need some more squiggly career support? 1. Download our free career tools: https://www.amazingif.com/toolkit/ 2. Sign up for our Skills Sprints: https://www.amazingif.com/squigglysprints/ 3. Sign up for our Squiggly Careers Newsletter, a weekly summary of the latest squiggly career tools: https://bit.ly/squigglynewsletter_pod 4. Order our new book Learn Like a Lobster: https://www.amazingif.com/books/
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