About the Company
Our client is a market-leading, AI-first technology company serving enterprise customers across high-growth B2B markets. The company is a recognized leader in its category, backed by institutional capital, and is scaling rapidly with a strong emphasis on innovation, operational rigor, and continuous improvement.
The Opportunity
The Chief of Staff (CoS) is a strategic architect, trusted advisor, and relentless executor — operating as the CEO’s right hand at the highest levels of the organization. This is not a traditional CoS role. The CoS will lead one of the company’s most forward-looking mandates: building a modern, AI-augmented executive leadership office, where AI-powered tools drive executive decision-making, priority management, and operational execution — setting a new standard for how a tech-enabled CEO office runs.
Beyond standing up this AI-augmented executive office, the CoS will drive cross-functional alignment, accelerate problem solving, and ensure the company’s most critical initiatives move with urgency and precision. They will shape the operational model, coach and elevate the executive leadership team, and maximize organizational output across the company’s boldest strategic imperatives. This is a rare opportunity to redefine what’s possible at the intersection of executive leadership and the AI era.
Key Responsibilities
- CEO Strategic Partner: Serve as the CEO’s right hand, ensuring focus on business-critical priorities, flagging issues requiring proactive attention, and leveraging intelligent agents to keep the CEO operating at maximum impact.
- Problem Solving & Solution Delivery: Proactively identify complex business challenges, analyze root causes, and deliver well-structured, actionable solutions — using AI-powered tools to accelerate diagnosis, modeling, and implementation tracking.
- Deep Business Understanding: Maintain command of the company’s business model, products, competitive landscape, and performance drivers — using AI tools to monitor signals and surface emerging risks and opportunities in real time.
- Goal Management: Partner with executive and functional leaders to develop, track, and report on strategic goals — leveraging agent-assisted dashboards and workflows that provide real-time visibility and proactive escalation.
- Executive Enablement: Empower the executive leadership team and CEO office to maximize effectiveness and collaboration by embedding AI tools and agent workflows directly into how the leadership team operates and executes.
- Feedback Loop: Review and sharpen ideas and proposals from CEO direct reports — ensuring recommendations are well-structured, agent-vetted where applicable, and decision-ready before reaching the CEO.
- Cross-Functional Coordination: Drive alignment and seamless execution across departments, leveraging AI agents to track dependencies, flag blockers, and keep company-wide initiatives on course.
- Strategic Project Management: Design and manage cross-functional execution plans for company objectives and strategic imperatives — using agent-powered workflows to automate tracking, reporting, and escalation.
- Leadership Meeting Operations: Own the full operating rhythm of executive leadership forums — from agenda setting and pre-read preparation to note-taking and action item follow-through, augmented by AI tools for speed and precision.
- Internal Communications: Drive CEO Office communications and strategic messaging — ensuring decisions are clearly communicated and actioned, with AI tools supporting consistency, reach, and feedback loops.
- Risk & Issue Awareness: Proactively surface risks and sensitive issues requiring CEO attention — leverage monitoring agents to detect early signals across the business before they escalate.
- AI Governance & Best Practices: Champion AI adoption across the organization, establishing governance frameworks and best practices that ensure responsible, high-impact use of AI at every level.
Job Requirements
- 10+ years in senior operations, chief of staff, business consulting, strategic program management, or executive leadership roles — preferably in technology, SaaS, or high-growth companies
- Proven experience supporting C-Suite executives with a strong operational and strategic mindset
- Demonstrated expertise in complex problem solving, root cause analysis, and delivering actionable solutions at the executive level
- Exceptional experience in cross-functional leadership, complex initiative management, and executive-level communications
- Strong background managing OKRs, strategic objectives, operational tracking, and strategic planning processes
- Deep understanding of AI tool integration, workflow automation, and governance best practices
- Outstanding communication, organization, and decision-support skills
- Highly analytical with strong attention to detail and an ability to synthesize complex information
- Expertise in navigating competitive dynamics in high-growth SaaS or technology markets
- Experience managing both professional and personal executive support staff to maximize leadership effectiveness
- High learning agility, resourcefulness, and resilience in a fast-moving, dynamic environment
- Bachelor’s degree required; Master’s degree in Business Administration, Strategy, or Operations preferred
- Technical and highly operational backgrounds strongly preferred
Key Attributes
- Trusted Partner: Anticipates the CEO’s needs, priorities, and blind spots — acting as an extension of the CEO’s operational leadership
- Strategic Operator: Balances high-level strategic vision with detailed tactical execution
- Problem Solver: Excels at identifying root causes of complex challenges and delivering practical, high-impact solutions
- Change Agent: Champions innovation, efficiency, and AI-driven optimization across the organization
- Collaborative Leader: Builds strong relationships across teams to foster a unified, empowered executive environment
- Mission-Driven: Genuine passion for the company’s mission and a commitment to building world-class, AI-first enterprise technology