That Wasn't The Plan! Overcoming Imposter Syndrome, Career Pivots & Finding Your Ikigai | Jim Chilton, Former CIO

About this episode

Jim Chilton shares his journey from starting at Mr. Donut to becoming an executive leader in technology and education, discussing career development, mentorship, and overcoming imposter syndrome.

Jim Chilton didn’t start his career in technology. He started at Mr. Donut. In this episode of Who Moved My Career? , Jim shares how discipline, grit, and a healthy chip on your shoulder can shape a career far beyond where you begin. From early lessons in work ethic to executive leadership in technology and education at Cengage, Jim walks through the pivots that defined his professional growth — and the mentors who helped him along the way. We discuss: • Career development and mentorship • Navigating imposter syndrome • Why understanding both technology and business matters • Using Ikigai to align career ambition with personal purpose • Why “your career is your responsibility” This conversation is for anyone navigating a career pivot, feeling stuck in their current role, or trying to design a career plan that prepares them for opportunities anywhere — not just inside one company. Because sometimes a little paranoia keeps you sharp. And sometimes a chip on your shoulder becomes your edge. 🎙️ Topics: career growth, mentorship, cybersecurity training, leadership development, professional pivots, imposter syndrome, Ikigai, education technology, Cengage

People in this episode

Guest: Jim Chilton

Topics covered

• career growth
• mentorship
• cybersecurity training
• leadership development
• professional pivots
• imposter syndrome
• Ikigai
• education technology
• Cengage

Keywords

• career development
• imposter syndrome
• technology
• business
• personal purpose

Mentioned in this episode

Products: Cengage

Books & works: Who Moved My Career?

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