Helen Tupper Books
Helen Tupper and Sarah Ellis are co-founders of Amazing If, a company dedicated to helping people develop skills for the modern workplace.
Known for: The Squiggly Career: Ditch the Ladder, Discover Opportunity, Design Your Career, You Coach You: How to Overcome Challenges and Take Control of Your Career
Books by Helen Tupper

The Squiggly Career: Ditch the Ladder, Discover Opportunity, Design Your Career
The Squiggly Career offers a refreshing approach to professional growth, encouraging readers to move away from traditional linear career paths and embrace flexibility, curiosity, and self-awareness. T...

You Coach You: How to Overcome Challenges and Take Control of Your Career
A practical and empowering guide that helps readers develop the mindset, skillset, and toolkit to coach themselves through career challenges. Drawing on their experience as career development experts,...
Key Insights from Helen Tupper
The Changing World of Work: From Ladders to Loops
Let’s start with the obvious: the world of work no longer looks like it did even a generation ago. Stable companies, predictable careers, and linear promotion structures have given way to volatility, agility, and constant change. Technology evolves faster than job titles. Roles merge or disappear; n...
From The Squiggly Career: Ditch the Ladder, Discover Opportunity, Design Your Career
Living and Working by Your Values
Values are the foundation of every fulfilling career. They guide us when we’re making decisions, even when we can’t see the full road ahead. Too often, we chase external definitions of success — salary, title, approval — without pausing to ask, ‘Does this fit what matters most to me?’ When you under...
From The Squiggly Career: Ditch the Ladder, Discover Opportunity, Design Your Career
The Squiggly Career: Rethinking the Path to Success
The idea of the 'Squiggly Career' began from our own lived experiences. Neither of us has had a straightforward, orderly career — we’ve zig-zagged between roles, industries, and ambitions. And what we realized was that this pattern wasn’t a sign of failure or indecision; it was the new normal. The w...
From You Coach You: How to Overcome Challenges and Take Control of Your Career
Building a Self-Coaching Mindset
The foundation of *You Coach You* is the self-coaching mindset — a way of thinking that turns challenge into learning and uncertainty into clarity. In our experience, successful self-coaches have three essential traits: curiosity, reflection, and action. Curiosity is where self-coaching begins. Whe...
From You Coach You: How to Overcome Challenges and Take Control of Your Career
About Helen Tupper
Helen Tupper and Sarah Ellis are co-founders of Amazing If, a company dedicated to helping people develop skills for the modern workplace.
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Helen Tupper and Sarah Ellis are co-founders of Amazing If, a company dedicated to helping people develop skills for the modern workplace.
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