In this conversation, Connor interviews Tim Masson, CEO of Raise, who shares his unique journey from software developer to leading a staffing company with a rich family legacy. Tim discusses the transformation of Raise through digital innovation and the importance of self-management in their organizational culture. He also highlights the significance of being a B Corp, emphasizing the company’s commitment to social and environmental responsibility. In this conversation, Tim Masson discusses the intersection of purpose-driven business and profitability, the concept of direct sourcing in staffing, and the potential for disintermediation in the staffing industry. He explores the impact of artificial intelligence on jobs and emphasizes the importance of finding meaningful work in the future. Tim shares insights on change management and the evolving nature of work, encouraging individuals to embrace opportunities for growth and fulfillment.

Takeaways

Tim Masson’s journey to CEO was influenced by his family’s legacy in the staffing industry.Raise has grown significantly under Tim’s leadership, focusing on digital transformation.Raise aims to connect people with meaningful work, enhancing employee engagement.B Corp certification reflects Rays’ commitment to social and environmental performance.Tim emphasizes the importance of a supportive CFO-CEO relationship for business success.Digital transformation in staffing is complex and requires strategic integration.Self-management at Raise empowers all employees to take initiative and make decisions.The culture at Raise attracts individuals who thrive in a decentralized decision-making environment.B Corp conferences foster a diverse community of purpose-driven companies. Purpose-driven businesses can make a positive impact while being profitable.Direct sourcing improves the candidate experience and reduces waste in staffing.The staffing industry is undergoing changes that may lead to disintermediation.AI has the potential to create new opportunities despite job losses.Change is happening at different paces across various sectors.Meaningful work is essential for personal fulfillment and productivity.The economy adapts to technological advancements over time.Life expectancy is increasing, leading to new considerations for work and retirement.Individuals should seek alignment between their skills, passions, and market needs.Hope lies in the ability to create meaningful work experiences for all.

Chapters00:00 Introduction to Tim Masson and Raise01:30 Tim’s Journey to CEO: A Family Legacy10:23 Raise: Transforming Staffing through Technology14:03 The Teal Operating System: Self-Management at Raise27:39 B Corp Certification: Purpose Beyond Profit29:49 The Power of Purpose-Driven Business31:29 Understanding Direct Sourcing40:29 The Future of Staffing and Disintermediation52:35 AI’s Impact on Jobs and the Future of Work01:00:09 Hope for Meaningful Work in the FutureYou can connect with Tim here: https://www.linkedin.com/in/timmasson-raise/