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GigaGiga

Chief of Staff

Chief of Staff to the CEO, owning executive-office operations, planning rhythms, board and fundraising support, and complex cross-functional initiatives. The role requires 3+ years in strategy, business operations, or operator roles, strong judgment and writing, and familiarity with LLM products and inference economics.

About the job

Responsibilities

Executive Office & CEO Leverage

  • Build and lead the daily operations, processes, rhythms, and infrastructure of the executive office.
  • Act as an extension of the CEO with internal and external stakeholders, prioritizing and routing inquiries or handling them directly.
  • Partner with the executive assistant to align the CEO’s calendar with company priorities.
  • Represent the CEO in selected meetings, challenge ideas, provide perspective, and drive action-item follow-through.
  • Manage the CEO’s external brand and reputation.

Operating Rhythm & Planning

  • Run leadership meetings, board meetings, leadership offsites, and company-wide communications.
  • Drive quarterly planning cycles, OKRs, leadership reviews, and major business updates.
  • Own the company operating dashboard, including metrics definition, instrumentation, weekly tracking, and escalation of risks.
  • Design decisive meetings with clear agendas, decisions, and follow-through.

Cross-Functional Execution

  • Lead strategic initiatives spanning engineering, go-to-market, and operations.
  • Track high-priority initiatives, surface blockers and dependencies, and follow up with owners using actionable recommendations.
  • Promote team integration and cross-functional communication.

Board, Investors & Stakeholder Management

  • Own board cadence, including deck production, narrative, data room, and preparation.
  • Support fundraising through modeling, materials, and diligence coordination.
  • Track and nurture relationships with investors, customers, and strategic partners.
  • Synthesize performance, risks, and open decisions into concise external communications.

Strategic Advisory

  • Serve as a thought partner to the CEO by challenging assumptions and developing analysis, options, and recommendations.
  • Maintain focus on long-term planning and strategic priorities.

Requirements

  • 3–7 years of demonstrated growth in business operations, strategy, or operator roles at high-velocity companies, frontier AI labs, top-tier startups, or through a consulting or banking-to-operator path.
  • Experience operating close to LLM products and practical understanding of evaluation and inference economics.
  • Exceptional writing and analytical thinking.
  • Excellent judgment with confidential information, competing priorities, and executive relationships.
  • Track record leading complex, multi-stakeholder initiatives from ambiguity to completion.
  • Ability to perform effectively under pressure.
  • Low-ego, high-ownership approach.

Hiring Process

  • Founder screen, case study, reference calls, and a paid trial day on-site.

Compensation & Benefits

  • $215,000–$255,000 annual salary.
  • Catered lunch daily and dinner stipend.
  • $500/month commuter and wellness benefit.
  • Medical, dental, and vision coverage.
  • 401(k) plan.
  • Paid parental leave: 12 weeks maternal and 6 weeks paternal.

Skills

Business Operations, Strategic Planning, Okrs, Financial Modeling, Fundraising, Due Diligence, Board Management, Investor Relations, Llm Products, Ai Evaluation, Inference Economics, Cross-Functional Leadership, Executive Communication, Data Analysis, Program Management

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