Drew Hiss, Chairman of Acumen, discusses his unique journey from founding Acumen to rejoining the CEO ranks within another organization. Dive into Drew's origin story, learning from entrepreneurial challenges and the critical role of community and wise counsel in achieving business success.

Together, Drew and host Dan Cooper explore the values driving Acumen, the power of aligning peers with shared principles, and the innovative tools and strategies Drew implemented during his time as a CEO. Discover how Drew navigated organizational transformations, built a cohesive leadership team, and balanced the dynamics of personal faith and professional excellence.

This episode offers rich insights into leadership, the journey of growth, and the transformative impact of staying connected to purpose and community in business endeavors.

Episode Summary

0:00 – 1:00 | Introduction & Setup

  • Dan Cooper introduces the episode and guest, Drew Hiss—Founder and Chairman of Acumen.
  • Episode theme: Drew’s journey from founding Acumen to re-entering a CEO role.

1:00 – 4:00 | The Origin Story of Acumen

  • Drew shares that Acumen was born from his entrepreneurial struggles at Checkdate Solutions.
  • Emphasizes the value of peer support and wise counsel for CEOs.
  • His vision: a community for Christian CEOs to accelerate learning and reduce costly mistakes.

4:00 – 7:00 | Leading CEO Cohorts

  • Insights on coaching CEOs through cohorts and one-on-one support.
  • Emphasizes humility over having all the answers.
  • Describes a key coaching success story involving a high-performing but difficult employee.

7:00 – 9:00 | Lessons and ROI in Coaching

  • Further reflections on coaching’s tangible and intangible impact.
  • Discusses how wise counsel saved a critical employee and generated $20M in revenue.

9:00 – 12:00 | Returning to a CEO Role

  • Drew felt a spiritual calling to step into a leadership role at another membership organization.
  • Describes the transition, team dynamics, and his sense of purpose.

12:00 – 15:00 | Applying Acumen Tools as a CEO

  • Implemented tools like EOS, Culture Index, and membership feedback systems.
  • Describes it as a lab experiment to apply lessons from Acumen.
  • Saw transformational internal and external results within 18 months.

15:00 – 18:00 | Prioritizing Tools and Vision Clarity

  • Started by addressing organizational clarity—vision, values, org chart.
  • Focused on high-impact changes (20/80 principle).
  • Handled resistance to change and kept team focused on mission.

18:00 – 20:00 | Navigating Team Transitions

  • Approximately 4-5 team members were transitioned out.
  • Emphasized honest conversations and top-grading.
  • Some changes happened organically as the organization evolved.

20:00 – 25:00 | Acumen’s Value Philosophy

  • Explains the concept of “plain glass before stained glass”—performance first, values-based foundation.
  • Prefers letting outcomes attract like-minded CEOs rather than leading with overt religious language.
  • Aims to build a peer community grounded in shared biblical worldview without alienating newcomers to faith.

25:00 – 27:00 | Grace & Truth in Business

  • Discusses the balance between grace and truth in business leadership.
  • Stresses living out faith practically, not just verbally.
  • Drew shares his contact info and resources for listeners.

27:00 – 30:00 | Personal Journey & Obedience

  • Drew reflects on his career path, calling, and current discernment about what’s next.
  • Reading Experiencing God—focus on observing where God is at work and joining Him.

30:00 – End | Final Reflections

  • Key takeaways: know your journey stage, build your tools, walk your talk, and find community.
  • Drew emphasizes the power of being in a peer community.
  • Dan and Drew close with encouragement to join Acumen and access shared tools (like FETCH).

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