John O’Melia: Authentic Leader

I am excited and grateful to share John O’Melia’s insights and stories with you in this episode. Building a career from a consultant foundation, John developed a depth and breadth of experience spanning many different business units. He moved into the start-up world in 2017, worked his way up to CEO with Seal Software, and played a pivotal role in selling that company to DocuSign in 2020. John is currently the Chief Customer Officer with Contentsquare and graciously connected with me to dive into his career path experience.

Here are some key moments from our conversation:

  • Being perceived as prepared for your CEO role (3:45)
  • First 6 months in CEO role (6:00)
  • Making the choice to transition CEO-CCO (7:40)
  • Defining your True North as a leader (13:50)
  • Key Mentors and how have they influenced you (22:20)
    • Special Mention: Rick Devenuti (both John and I worked closely with this influential leader) (25:00)
  • Key career moments (26:40)
  • Most impactful career lesson (35:21)
  • Merges and Acquisitions (43:00)

#careerpath #leader #growth #authenticity