Chief of Staff at StackAI (W23)
AI Agents for the Enterprise
SF Office - 171 2nd, 4th floor
Full-time
US citizen/visa only
About StackAI

Stack AI is a no-code drag-and-drop tool to quickly design, test, and deploy AI workflows that leverage Large Language Models (LLMs), such as ChatGPT, to automate any business process.

Our core value is to make it extremely easy to build arbitrarily complex AI pipelines using a visual interface that allows you to connect different data sources with different AI models.

Our customers use Stack AI to build applications such as:

  • Chatbots and Assistants: AI agents that interact with users, answer questions, and complete tasks, using your internal data and APIs.
  • Document Processing: apps to answer questions, summarize, and extract insights from any document, no matter how long.
  • Answer Questions on Databases: connect GPT-like models to databases (such as Notion, Airtable, or Postgres) and ask questions about them.
  • Content Creation: generate tags, summaries, and transfer styles or formats between documents and data sources.
About the role

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).

Technology

Our tech stack includes:

  • Frontend: Next.js + Tailwind (Typescript)
  • Backend: FastAPI + Supabase (Python)
  • Databases: PostgreSQL + MongoDB

And we have internally built a super easy-to-use Machine Learning framework tailored to using Large Language Models in a flow-like sequence (akin to Pytorch + Langchain if you are familiar with those). It allows you to seamlessly integrate new functionality into the code base and we are also discussing whether to open-source it since it feels like magic!

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