Podcast Overview
🌟 Episode Summary:
What happens when the business you fought to build becomes the thing you need to leave?
Jessica Hennessey joins Joey Pinz Discipline Conversations for a candid discussion about leadership, business partnerships, burnout, reinvention after 50, and the rapidly changing world of AI-driven marketing.
Jess built a career spanning finance, web development, digital strategy, SEO, UX, analytics, and eventually agency leadership. But becoming CEO brought pressures she did not anticipate. She describes carrying the weight of the business, ignoring warning signs, trying to make an increasingly difficult partnership work, and eventually reaching a point where she knew she could no longer lead effectively. Jessica Hennessey-transcript
She also explains how starting over after 50 forced her to rediscover her value—and led her back to building technology and exploring Generative Engine Optimization.
🌟 Top 3 Highlights:
🧭 Why ignoring your instincts can become expensive in business and life.
🔄 How Jess rebuilt her confidence and career after 50.
🤖 Why replacing human marketing judgment with AI may create a “race to mediocrity.”
https://www.linkedin.com/in/jessicahennessey
Join us for enlightening discussions that spark growth and exploration.
Hosted by Joey Pinz, this Discipline Conversations Podcast offers insights and inspiration.
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🎵 Music by Tom Izzo: @wahlsinger https://tomizzomusic.com
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