Jamie Gerard, founder and CEO of Digital 2020, discusses his non-linear career path, emphasizing the importance of storytelling and authentic growth. He draws parallels between his business approach and hip-hop, focusing on impactful services and relationships. Jamie's journey from the public sector to entrepreneurship is marked by mentorship, self-reliance, and a commitment to the community. He highlights the significance of adapting to industry changes, particularly the integration of AI while maintaining a human-centric approach. Jamie advises aspiring entrepreneurs to experiment cautiously and prioritize both business operations and growth.