Psychology at Work | Career Success, Leadership, Communication Skills 83. Future-Proof Your Career: Staying Relevant in the Age of AI with Helen Tupper
Jan 14, 2026
Helen Tupper, co-founder of Squiggly Careers and co-author of Learn Like a Lobster, shares insights on embracing a learn-it-all mindset over a know-it-all approach. She highlights how lobsters can teach us resourcefulness in career growth. Helen emphasizes the importance of continuous learning, using everyday experiences as fertile ground for development. She advises against trying to become an AI expert and advocates for normalizing mistakes as opportunities for growth, all while owning your learner identity to enhance adaptability in your career.
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Lobster As A Learning Metaphor
- Lobsters model continuous, resourceful growth by shedding and rebuilding their shells through vulnerable moments.
- Helen Tupper uses the lobster as a metaphor to argue learning should be ongoing, intentional, and fueled by what you already have.
Microsoft's Learn‑It‑All Turnaround
- Helen Tupper recounts Satya Nadella's shift at Microsoft from a "know-it-all" to a "learn-it-all" culture.
- That leadership change altered feedback, hiring, and organizational learning practices across Microsoft.
Experiment Within Your Existing Work
- Turn everyday tasks into learning by adding small experiments instead of carving out separate study time.
- Experimenting with tools or processes weekly compounds competence without needing extra hours.
