EPISODE · Jul 3, 2026 · 23 MIN
The Future of Work Is Squiggly
from Legends N Leaders · host Ben Weiss
In this episode of LegendsNLeaders, we sit down with Helen Tupper, CEO of Squiggly Careers, and one of the world's leading voices on career development and the future of work.As the workplace continues to evolve, the traditional career ladder is being replaced by what Helen calls the "squiggly career"—a path driven by adaptability, continuous learning, and growth rather than a straight line. Helen shares how professionals can embrace change, build resilience, and create meaningful careers in an AI-powered world.Drawing from her work helping millions of people navigate career transitions, Helen explains why flexibility is becoming one of the most valuable skills in today's workforce and how anyone can take control of their professional future.In this episode, you'll learn:* What a "Squiggly Career" is and why it matters* Why the traditional career ladder is changing * How to build confidence during career switch ups * The skills that will define the future of work* Practical strategies for long-term career growth and successWhether you're just starting your career, leading a team, changing industries, or building a business, this conversation offers practical advice for thriving in an ever-changing world of work.#SquigglyCareers #FutureOfWork #CareerGrowth #Leadership #PersonalDevelopment #Business #Success #AI #Careers #LegendsNLeaders
What this episode covers
In this episode of LegendsNLeaders, we sit down with Helen Tupper, CEO of Squiggly Careers, and one of the world's leading voices on career development and the future of work.As the workplace continues to evolve, the traditional career ladder is being replaced by what Helen calls the "squiggly career"—a path driven by adaptability, continuous learning, and growth rather than a straight line. Helen shares how professionals can embrace change, build resilience, and create meaningful careers in an AI-powered world.Drawing from her work helping millions of people navigate career transitions, Helen explains why flexibility is becoming one of the most valuable skills in today's workforce and how anyone can take control of their professional future.In this episode, you'll learn:* What a "Squiggly Career" is and why it matters* Why the traditional career ladder is changing * How to build confidence during career switch ups * The skills that will define the future of work* Practical strategies for long-term career growth and successWhether you're just starting your career, leading a team, changing industries, or building a business, this conversation offers practical advice for thriving in an ever-changing world of work.#SquigglyCareers #FutureOfWork #CareerGrowth #Leadership #PersonalDevelopment #Business #Success #AI #Careers #LegendsNLeaders
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The Future of Work Is Squiggly
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