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Chief of Staff, AI

100% remote Flexible hours Hiring now

Job Description:

  • Translate CEO & Board vision into priorities, OKRs, and execution plans
  • Drive cross-functional initiatives and operating cadence
  • Prepare CEO for board, investor, and key stakeholder engagements
  • Provide research, analysis, and decision support
  • Act as communication bridge across the executive team
  • Lead high-impact special projects (scale, M&A, market entry)
  • Run executive and SLT meetings with clear follow-through
  • Track priorities, metrics, and accountability
  • Draft CEO communications (internal & external)
  • Coordinate board and investor materials
  • Resolve cross-functional blockers
  • Own “CEO-only” initiatives end-to-end
  • Surface risks early and proactively close gaps

Requirements:

  • 7–12+ years supporting CEOs/Founders in fast-scaling SMBs
  • Experience scaling a 100–300 person company (ideally more than once)
  • Board-level confidence: meetings, materials, investors, confidentiality
  • Strong D2C / eCommerce / digital marketplace understanding
  • Passion for sport, health, wellness, fitness, or biohacking could be a good culture fit

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