Hello Monday with Jessi Hempel

2026 Dream Job Exercise: Unlocking Your Future

Hello Monday with Jessi Hempel

Show Notes

What is your dream job? What will your life look like in ten years? Kick off the New Year with a favorite Hello Monday activity: the Dream Job Exercise.

In this episode, host Jessi Hempel kicks off the new year with a powerful ritual she returns to every January: the Dream Job Exercise. It’s not about chasing a title or predicting the future—it’s about reclaiming imagination, agency, and hope in a moment when many professionals feel stuck or anxious about what comes next.

Jessi explains why imagination may be the most essential career skill of the next decade—and how a simple writing exercise can help you clarify what you really want from your work and your life.

Jessi walks listeners step by step through the Dream Job Exercise, sharing why looking 10 years ahead creates space to stop editing yourself and start dreaming again. Along the way, she reflects on how this practice helped her land a version of her own dream role—and why it can work as a decision-making filter in an era of constant change.

In this episode, Jessi explores:

The role of hope and personal agency in navigating career change

Why imagination is a critical future-of-work skill

How the Dream Job Exercise helps clarify what you actually want

Why looking 10 years ahead unlocks bolder career thinking

How this exercise can guide better career decisions year after year

Whether you’re questioning your next move, feeling unsettled in a job you once loved, or simply craving more clarity as the year begins, this episode offers a grounding reset—and a practical tool to help you move forward with intention.

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