AI Skills Sprint: How To Design Your Future Career Using AI

2025-09-19

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This is the fifth and final episode of the Squiggly Careers x AI skills sprint series.Today, Helen and Sarah talk about exploring Future Possibilities in your career. As careers become less linear and more unpredictable, having multiple options and directions is essential for resilience and control.In this episode, they show how to use AI prompts to generate a mind map of career possibilities, from obvious to ambitious, pivot, and dream options. They also introduce an AI tool for practicing curious career conversations...

This is the fifth and final episode of the Squiggly Careers x AI skills sprint series.

Today, Helen and Sarah talk about exploring Future Possibilities in your career. As careers become less linear and more unpredictable, having multiple options and directions is essential for resilience and control.

In this episode, they show how to use AI prompts to generate a mind map of career possibilities, from obvious to ambitious, pivot, and dream options. They also introduce an AI tool for practicing curious career conversations through role play, helping you build confidence and get feedback first.

With people having 10-15 different jobs on average throughout their working life, embracing a variety of possibilities actually reduces career risk and builds long-term resilience.

🥇 Sign up for the sprint here: https://bit.ly/41jasYO

⏱️ Timestamps

00:00 Introduction

01:07 Why future possibilities matter in a squiggly career

02:48 AI prompt to explore different types of career possibilities

05:40 AI Tool: Yoodli

08:39 Team activity: who are your career role models?

🎯 What You’ll Learn

* The importance of having multiple career options

* How to use AI to generate a mind map of career possibilities

* Why creating rather than waiting for opportunities matters in modern careers

* How to practice curious career conversations