Brett Davis

CEO @ Bennie | Ex-Cigna | Transforming the Employee Experience through Better Tech & Expert Consulting | Helping Employers Scale with Confidence

New York, New York, United States

About

Over 15 years of professional experience, currently serving as CEO at Bennie to lead transformative initiatives in the HR and benefits space. Leveraging expertise in sales/GTM, insurance, and business development, they work to empower organizations with innovative solutions. Their collaborative leadership style emphasizes fostering partnerships and creating value for clients, aligning with Bennie’s mission to provide exceptional employee benefits experiences and cost control. Experienced as an advisor and community advocate, they bring a holistic approach to problem-solving and a commitment to driving impactful results within the industry.

Experience

  • Bennie (7 yrs 2 mos)
    • Chief Executive Officer
      Jun 2025 - Present · 1 yr 2 mos

    • Chief Revenue Officer (CRO)
      Jan 2023 - Jul 2025 · 2 yrs 7 mos

    • VP, Sales
      Jun 2019 - Jan 2023 · 3 yrs 8 mos

  • Community Advocate at HR Advisory
    Jun 2019 - Present · 7 yrs 2 mos

  • Rippling Partner Advisory Board Member at Rippling
    Apr 2024 - Present · 2 yrs 4 mos

  • Advisor at Sayge
    Jan 2025 - Present · 1 yr 7 mos

  • Limited Partner at FiDi Ventures
    Dec 2021 - Present · 4 yrs 8 mos