Roger Pierce sits down with Lisa Taylor, founder and CEO of Challenge Factory, to explore how careers, and entrepreneurship are evolving in a world shaped by AI, longer working lives, and constant change.

Lisa explains the concept of “broken talent escalators” and why many workplace systems still operate on assumptions created decades ago, despite dramatic shifts in demographics, technology, and workforce expectations.

The conversation explores career development for entrepreneurs, the importance of building a business that aligns with your personal growth, and why nonlinear career paths are becoming the norm rather than the exception. Lisa also shares insights from leading a certified B Corporation and discusses how entrepreneurs can think bigger about growth, impact, and opportunity.

As she puts it, “Most entrepreneurs don't realize that you actually can build a business that you resent.” Whether you're launching your first venture or scaling an established business, this episode offers wisdom on building a company and a career that grows with you.

Resources:
https://challengefactory.ca/

The Talent Revolution - Book
Lisa on LinkedIn