Hello Monday with Jessi Hempel

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.

This week, a show about work brings you an episode about time away from work, and why we all need it. We hope you enjoy this classic holiday rerun from Hello Monday's very first year of production featuring some favorite vacation stories, and we’ll see you in the new year!

Uncertainty has become a defining feature of modern work. From shifting economic signals to rapid technological change, many professionals feel stuck in a constant state of not knowing—and they’re exhausted by it. In today's episode, Jessi Hempel sits down with journalist and behavioral scientist Elizabeth Weingarten to explore how asking better questions --not demanding faster answers--can help us navigate uncertainty.  Elizabeth is the author of How to Fall In Love With Questions. Her work focuses on uncertainty, decision-making, and how curiosity can help us build more meaningful lives and careers. In this conversation, she challenges the culture of binary thinking, and offers a powerful framework for living well in the unknown. Elizabeth and Jessi discuss: Why our tolerance for uncertainty is shrinking—and how technology plays a role The danger of binary questions and why “yes or no” often isn’t the right frame How to change the relationship we have to our questions Burnout, work, and what happens when we stop asking meaningful questions How to use questions as an internal GPS for career and life decisions We are no longer hosting weekly Office Hours but are thrilled to launch the Hello Monday Book Club starting in 2026. If you’re interested in joining, send us an email at [email protected] and let us know!

High achievers like to go after their goals, but what if in the face of disruption, we’re skipping a step in our hurry to get going and get “doing”?  With ongoing layoffs and a new (sometimes scary) work landscape, so many of us are trying to figure out what opportunities remain, and what we should do next. But today’s guest, Victoria Foster, suggests we’re starting from the wrong place. Before trying to figure out what we can do, we should first ask: who do I want to be?  Victoria is an executive coach and co-founder of FutureWomenX. She invites us to step out of scarcity, tap into our deeper gifts, and reclaim our agency. She argues that instead of clinging to old definitions of success or the skills we’ve mastered, we need to understand the values, beliefs, and strengths beneath them. That’s where possibility lives. In this episode of Hello Monday, Jessi and Victoria discuss: Why defining ourselves by what we do limits our ability to adapt How to uncover the gifts beneath our skills, and why they matter Why layoffs often trigger shame, and how to reclaim your story The importance of honoring where you’ve been before choosing what’s next How community and courageous conversations help us face the unknown Why 2025 demands a new mindset for navigating work and identity Continue the conversation with us at our last Hello Monday Office Hours! Join us Wednesday at 3 PM ET on the LinkedIn News page.

Artist & content creator Elyse Myers initially gained popularity after a viral TikTok video about buying 100 tacos on a date. Since then, she’s built a massive following off of her compelling storytelling and unique perspective on the world. But when her followers started suggesting that she might be autistic, Elyse was surprised…even resistant. She looked into it, got an assessment, and eventually, a formal autism diagnosis as an adult.  Since being diagnosed with autism, Elyse has found herself living more authentically. Recently, she’s shared about the process of getting a diagnosis and how it has benefited her in more ways than she could have imagined.  In this episode of Hello Monday, Elyse sits down with Jessi Hempel to discuss how her new self understanding impacts the way she connects with others at home and at work. Elyse and Jessi talk about: How an adult autism diagnosis helped Elyse understand herself better The importance of giving people a toolbox to understand and love you How Elyse approaches getting to know others  Missing social cues in the workplace  How neurodivergence can be an asset in the workplace  Elyse’s willingness to be open online about the personal transformation and changes she goes through  Whether you’re working with a neurodivergent colleague, navigating an adult diagnosis yourself, or wondering how autism might impact your child,  this conversation offers a look at how a successful artist & creator works with her brain–not against it–to succeed.  Check out Elyse’s new book: That’s a Great Story, I’d Love to Tell You. Continue the conversation with us at Hello Monday Office Hours! Join us Wednesday at 3 PM ET on the LinkedIn News page.