The Squiggly Career book cover

The Squiggly Career by Helen Tupper Summary

The Squiggly Career
Helen Tupper
Career
Self-growth
Business
Overview
Key Takeaways
Author
FAQs

Overview of The Squiggly Career

Ditch the career ladder for a "squiggly career." Tupper and Ellis's revolutionary guide helps navigate today's fluid workplace with five essential skills. Featured in TEDx London, it's reshaping how millennials and Gen Z define success beyond salary. What if job-hopping isn't failure, but your path to fulfillment?

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Key takeaways

1

Navigating the Twists and Turns of Modern Work

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The traditional career ladder has disappeared. In its place stands something far more interesting: a squiggly, unpredictable journey filled with twists, turns, and unexpected opportunities. Helen Tupper and Sarah Ellis captured this reality in their groundbreaking book, which began as a simple sketch on a coffee shop napkin and evolved into a career philosophy embraced by everyone from recent graduates to C-suite executives. The workplace is transforming dramatically - five generations now work side-by-side, technology is reshaping job roles, flexible arrangements have replaced 9-to-5 schedules, and work has evolved from being primarily about income to becoming central to personal identity. In this landscape, taking ownership of your career development isn't optional - it's essential. With an average of 90,000 working hours ahead of us, we must learn to enjoy the journey rather than focus solely on destinations, embracing challenges as opportunities to learn and becoming what Microsoft CEO Satya Nadella calls "learn-it-alls" rather than "know-it-alls."

2

Discovering Your Super Strengths and Values

3

Building Confidence in a Changing World

4

Networks: People Helping People

5

Exploring Future Possibilities

6

Navigating Career Conundrums

7

Embracing Your Unique Path

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The Squiggly Career isn't just a book — it's a masterclass in Career. To help you absorb its lessons in the way that works best for you, we offer five unique learning modes. Whether you're a deep thinker, a fast learner, or a story lover, there's a mode designed to fit your style.

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Fun Mode - The Squiggly Career Lessons Told Through 17-Min Stories

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Experience The Squiggly Career through vivid storytelling that turns Pixar’s innovation lessons into moments you’ll remember and apply.

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@Chloe, Solo founder, LA
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"Perfect balance between learning and entertainment. Finished ‘Thinking, Fast and Slow’ on my commute this week."

@Raaaaaachelw
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"Crazy how much I learned while walking the dog. BeFreed = small habits → big gains."

@Matt, YC alum
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"Reading used to feel like a chore. Now it’s just part of my lifestyle."

@Erin, Investment Banking Associate , NYC
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254
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"Feels effortless compared to reading. I’ve finished 6 books this month already."

@djmikemoore
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"BeFreed turned my guilty doomscrolling into something that feels productive and inspiring."

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"Perfect balance between learning and entertainment. Finished ‘Thinking, Fast and Slow’ on my commute this week."

@Raaaaaachelw
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"Crazy how much I learned while walking the dog. BeFreed = small habits → big gains."

@Matt, YC alum
platform
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12
likes
108

"Reading used to feel like a chore. Now it’s just part of my lifestyle."

@Erin, Investment Banking Associate , NYC
platform
comments
254
likes
17

"Feels effortless compared to reading. I’ve finished 6 books this month already."

@djmikemoore
platform
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"BeFreed turned my guilty doomscrolling into something that feels productive and inspiring."

@Pitiful
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"BeFreed turned my commute into learning time. 20-min podcasts are perfect for finishing books I never had time for."

@SofiaP
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"BeFreed replaced my podcast queue. Imagine Spotify for books — that’s it. 🙌"

@Jaded_Falcon
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"It is great for me to learn something from the book without reading it."

@OojasSalunke
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"The themed book list podcasts help me connect ideas across authors—like a guided audio journey."

@Leo, Law Student, UPenn
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"Makes me feel smarter every time before going to work"

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