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Chief of Staff (Must Have DTC / eCommerce Experience)

Remote · USA Full-time New today

IMPORTANT: Industry Experience Required We are only considering candidates who have direct experience in DTC and eCommerce. We will not consider applicants without this background. - Mission Freebird is a 9-figure, founder-led consumer brand that’s scaled fast through performance marketing, subscriptions, and relentless execution. With over 1 million customers and momentum across DTC, retail, marketplaces, and international expansion, we’ve proven product-market fit. But now, we’re building the systems, team, and operating discipline to scale into a global, omnichannel powerhouse. This role will help build and lead a high-performance Strategic Operations function that helps Freebird’s executive team and department leaders translate vision into execution. This role ensures systems, processes, and priorities stay aligned with our company goals through ruthless clarity, structured planning, and operational rigor. Outcomes (What Success Looks Like) 1. Strategic Planning & Execution

  • Attend quarterly and annual planning and turn strategic priorities into executable initiatives.
  • Partner with department leads to build production systems based on High Output Management principles.
  • Support the COO and CEO in executive-level planning, helping drive clarity and alignment.

2. Project & Program Management

  • Design and maintain an Asana-based system for tracking cross-functional projects and OKRs.
  • Act as lead program manager for company-wide initiatives: resolve roadblocks, maintain momentum, and ensure deadlines are met.
  • Take on special projects that don’t clearly belong to one function but are critical to business goals.

3. Leadership Operating System (EOS / Rockefeller Habits)

  • Implement and sustain a lightweight version of Rockefeller Habits or EOS.
  • Ensure consistency of company priorities, KPIs, and weekly/monthly/quarterly rhythms.
  • Own meeting agendas, pre-reads, and follow-ups for executive team standups, LT weeklies, and strategic offsites.

4. Executive Enablement

  • Serve as the “Processor” in the Visionary / Operator / Processor framework.
  • Multiply CEO and COO effectiveness by structuring decision-making, ensuring follow-through, and driving cross-functional clarity.
  • Translate big ideas into SOPs, roadmaps, and communication that drive execution.

5. Organizational Efficiency

  • Constantly seek out misalignments, inefficiencies, or unnecessary complexity across the org.
  • Build systems that promote accountability, speed, and scale.

Competencies (What You Bring)

  • Operator Mindset – Obsessed with execution and alignment; builds scalable, fast-moving systems.
  • Processor Strength – Translates ambiguity into frameworks, checklists, and action plans.
  • Project Management Excellence – Proven track record owning high-impact, cross-functional projects.
  • Strategic Systems Thinking – Can architect systems and roll up sleeves to debug breakdowns.
  • Cross-Functional Leadership – Influences through clarity and reliability, not authority.
  • Communication & Documentation – Creates crisp, actionable plans, dashboards, and SOPs.
  • Culture Fit – Thrives in a fast-paced, high-performance, no-bureaucracy environment.

Requirements

  • 5+ years experience in a high-velocity DTC, eCommerce, or CPG business (required).
  • While Freebird is a remote-first company, candidates located in or near Nashville, TN may be given preference due to proximity to our COO and the broader leadership team.
  • This role requires the ability to travel periodically for in-person strategic planning sessions and key company events.
  • Proven ability to lead strategic planning, cross-functional projects, and org-wide systems.
  • Mastery of project management tools like Asana, Notion, and Google Sheets.
  • Familiarity with EOS, OKRs, or Rockefeller Habits is a major plus.

Benefits

  • Competitive comp + performance bonus
  • Executive growth path — Built to scale into a COO-level role
  • Medical, dental & vision insurance
  • 401(k) with company match
  • Unlimited PTO
  • Founder access
  • No politics, just execution
  • Make your mark

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