Chief of Staff Job at StackAI, San Francisco, CA

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  • StackAI
  • San Francisco, CA

Job Description

Position Summary

As the Chief of Staff , you will be a trusted right-hand partner to the CEO, President, and COO, supporting strategic decision-making, operational alignment, and the flawless execution of high-impact initiatives. You will amplify leadership effectiveness, drive agenda clarity, and ensure seamless delivery of internal and external priorities.

What You’ll Do:

  • Strategic Execution: Lead cross-functional strategic projects, ensuring alignment with company vision and timely completion.
  • Executive Enablement: Ensure the CEO, President, and COO are optimally prepared and aligned across all priorities.
  • Investor Readiness: Lead preparation for investor meetings, including decks, script, and talking points; coordinate rehearsals, align team messaging, and support follow-up.
  • Operational Cohesion: Foster smooth communication between executive offices and internal teams, maintaining a clear understanding of organizational progress.
  • Process Enhancement: Identify and streamline operational workflows to improve decision-making efficiency and accountability.

Core Responsibilities

  • Act as a thought partner to top leadership, distilling key insights and formulating strategic recommendations.
  • Coordinate preparation and execution of board and investor meetings, including materials, messaging, Q&A prep, and action tracking.
  • Oversee cross-functional programs, driving milestones, facilitating stakeholder collaboration, and identifying risks and dependencies.
  • Manage executive calendars, agendas, talking points, and logistics to optimize their time and presence.
  • Serve as internal liaison: summarize updates, collect feedback, help cascade communications, and align teams with leadership priorities.
  • Identify and implement process improvements that reduce friction, clarify responsibilities, and elevate operational velocity.
  • Support special projects—new initiatives, strategic rollouts, M&A considerations, or high-impact company-wide endeavors.
  • Monitor health metrics across functions; surface insights and trends to inform executive discussions.

Qualifications

Required

  • 4+ years in business operations, management consulting, strategy, or executive advisory roles.
  • Demonstrated competence in managing high-stakes, ambiguous projects with tight timelines.
  • Exceptional communication (written & verbal) and storytelling skills, able to craft persuasive messages and presentations.
  • Strong aptitude for operational thinking: process analysis, issue identification, action planning.
  • High emotional intelligence, discretion, and ability to build trust across all levels.
  • Adaptable, resourceful, and thrives in fast-paced, evolving environments.

Preferred

  • Bachelor’s degree in Business, Strategy, Economics, or equivalent experience.
  • Consulting or startup experience, especially within AI or tech sectors.
  • Proven investor relations or board presentation experience.
  • Familiarity with data tools and analytics—able to derive insight and monitor KPIs.
  • Talent in project management software and collaborative tools (e.g., Notion, Asana, Google Workspace, Slack).

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