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February 19, 2025 33 mins

What does it take to lead with empathy and transform workplace culture? 

In this episode, we sit down with Andrew DeGood, a seasoned leader in the finance and technology industries, who shares his powerful journey from struggling with bipolar disorder to building a successful career. 

As an advocate for mental health and a builder of things that matter, Andrew discusses how he used his experiences to create an open and supportive work environment. 

Throughout this episode, Andrew emphasizes the importance of vulnerability and transparency in leadership, especially when normalizing mental health struggles in the workplace. Tune in to hear how Andrew's bold move of embracing vulnerability as a leader transformed his career and empowered others to do the same.

Must-Hear Insights and Key Moments

  • Andrew’s early life struggles and challenges, including a troubled youth and high school expulsions.
  • His self-discovery of bipolar disorder and the impact it had on his career and personal life.
  • The power of vulnerability and transparency in leadership to create a supportive and healthy workplace.
  • Andrew’s bold decision to publicly share his bipolar diagnosis and the positive response he received.
  • How creating a psychologically safe space for employees helped foster a culture of empathy and support.
  • The importance of being open about mental health to reduce stigma and empower others.
  • Andrew’s experience of growing a startup and the impact on the company’s culture.
  • Insights into the role of CEOs and senior leadership in driving culture change and promoting mental health awareness.

About Andrew DeGood

Andrew DeGood is a seasoned leader with over 20 years of experience across finance and technology. He has held diverse roles in operations, product development, client service management, and business development. Andrew co-founded Canopy Financial Technology Partners in 2020 and successfully sold it in 2022. Currently, he serves as the Co-Founder and CEO of Ask Bob AI, a groundbreaking AI startup that helps organizations save time and reduce costs with custom large language models.

Beyond AI, Andrew is passionate about mental health in the workplace. He co-founded IronTribe, a men's community focused on connection and growth. 

With a proven track record in startup environments and Fortune 500 companies, Andrew excels in strategy, team building, and creating innovative company cultures. 

His dedication to fostering supportive, mentally healthy work environments and delivering impactful solutions sets him apart as a forward-thinking leader.

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