272: Curiosity as a Career Compass with Jason Van Orden

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272: Curiosity as a Career Compass

When Jason Van Orden started his professional journey in engineering, he couldn’t have predicted that curiosity would eventually lead him to become a respected thought leadership strategist and one of the earliest voices in business podcasting. In this episode of Work from the Inside Out, Jason shares how asking better questions—of himself and the world—became the compass that guided him through multiple reinventions. His story is a powerful example of how non-linear career paths, driven by curiosity and self-awareness, can lead to deeply fulfilling work.

Jason’s journey took him from Alaska to Utah to Paris and finally to New York City. Each move was inspired by an internal desire to explore, reflect, and grow—professionally and personally. His time in Paris, in particular, served as a turning point, offering space to reconsider what success meant to him. That openness to change allowed him to build a career helping other purpose-driven professionals articulate their message, grow their audience, and create impact on their own terms.

Throughout our conversation, Jason emphasized that clarity doesn’t come from having everything figured out. It comes from taking action, experimenting, and staying curious about what feels right. His insights are especially valuable for entrepreneurs, coaches, and creatives who want to lead with authenticity and design a business that reflects who they truly are. Rather than chasing trends, Jason advocates for building authority through resonance and intention.

If you’ve ever felt stuck in a path that no longer fits or you’re seeking more meaning and alignment in your work Jason’s story will inspire you to pause, ask new questions, and listen to what excites you. This episode is a reminder that your career doesn’t have to follow a straight line. Sometimes, the most impactful moves begin with simply wondering: What if?

In this week’s Work From The Inside Out podcast, learn more about:

  • How following curiosity can guide your career transitions with more purpose and clarity

  • How experimentation and asking the right questions can unlock new opportunities

  • Encouragement to trust your inner signals when navigating change

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About Tammy, host of
Work from the inside out

Prior to establishing her practice, Tammy held a variety of positions in mental health services, higher education administration, public policy analysis and fundraising. Her practical knowledge and experience in organizational development, program management and business operations builds a relatable relationship with clients striving for higher performance results.

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271: Take Control of Your Career: The Power of Managing Up with Melody Wilding