Top Chief of Staff Jobs in San Francisco, CA

Serve as the executive owner for AI transformation at mid-market clients: convene and facilitate C-suite AI steering committees, build board-ready AI roadmaps tied to KPIs and ROI, coordinate delivery teams, unblock workstreams, surface expansion opportunities, and refine the AI Chief of Staff playbook to scale Pragmatico’s offerings.

Serve as a strategic advisor and operational partner to the CEO, driving executive operating cadence, cross-functional strategy execution, transformation initiatives, and executive communications. Lead enterprise initiatives, develop executive materials and dashboards, remove execution barriers, and implement AI-enabled workflows to increase CEO leverage and organizational alignment.

Partner with the Enterprise GM to design and execute multi-year strategies, drive cross-functional integration, and implement operating models. Lead complex transformation initiatives, enable executive decision-making, synthesize cross-org insights, and build senior stakeholder alignment to ensure resource allocation and operational excellence across the company.

Lead the go-to-market build and execution for a new AI training business: define strategy, source and close deals, partner with product/marketing/delivery/legal, and hire/manage a small commercial team. Additionally, drive outbound programs and strategic commercial projects across the sales organization, turning analysis into implementable revenue growth initiatives.

The Chief of Staff will drive strategic planning, manage priorities for the CEO, lead cross-functional projects, and enhance company culture while identifying operational bottlenecks.

As a Founder Associate at Arcade, you will collaborate directly with the CEO to address strategic challenges, improve operational systems, and contribute to growth initiatives with a hands-on approach.

The BizOps Lead will advise the CEO, manage strategic initiatives, coordinate programs, prepare communications for stakeholders, and lead special projects.

Partner with the CEO and executive team to drive high-stakes decisions, run executive operating cadences, lead cross-functional high-priority projects, and create CEO leverage through time architecture, communications, and rigorous follow-through.

Work directly with the CEO to translate company priorities into actionable operating plans, drive cross-functional strategic initiatives, remove bottlenecks, build lightweight processes, support leadership/board materials, and own special projects to improve execution across engineering, commercial, finance, legal, and operations.

Serve as Chief of Staff to the CAO supporting Controllership across commercial controllership, accounting operations, M&A diligence/integration, tax, and audit. Lead strategic and transformation projects, financial analysis, budgeting, KPI monitoring, executive presentations, and process automation. Coordinate leadership meetings, support talent development, and drive cross-functional improvements and communications.

Partner with the CEO and leadership to increase effectiveness by managing high-volume operational work: follow-ups, drafting comms, recruiting coordination, events, fundraising support, offsites, customer outreach, and cross-functional projects. Represent leadership externally, exercise discretion, and quickly learn technical AI and interpretability concepts to drive strategy and execution.

Serve as the CLO's Chief of Staff and lead Legal Operations: manage a small team and global legal budget, own legal vendor and tech strategy (CLM, e-billing, litigation tools), build dashboards and metrics, drive cross-functional integration, and implement AI-driven automation to improve reporting, decision-making, and operational efficiency across legal, corporate development, and IT.

Coach and mentor clients pursuing chief of staff and executive support roles. Teach strategic planning, executive support, and AI fundamentals/automation. Provide career guidance including resume, LinkedIn, cover letters, interview prep, networking, salary negotiation, and promotion strategy. Host virtual sessions on flexible schedule and collaborate with Leland team to ensure high-quality client outcomes.

Support leadership by executing high-impact, ad-hoc and non-scalable tasks. Manage cross-functional projects, solve operational problems, and enable strategic initiatives through hands-on execution.

Work directly with the CEO to run go-to-market operations: account research, list building, campaign execution, CRM management, end-to-end marketing programs, and sales support to move opportunities with audit and finance leaders at large public companies. Founding-team role with exposure to sales, pricing, hiring, and strategy.

The Chief of Staff will support the executive team by managing schedules, facilitating communication, and overseeing internal operations to enhance productivity.

Partner to the President & COO to drive execution, lead operating rhythms, prepare board/exec communications, own strategic cross-functional projects, apply data and AI to measure performance, and represent the principal with discretion.

The Chief of Staff / Integrator will manage operations for two eCommerce brands, driving execution, improving workflows, and building operational systems to support growth.

Work directly with the CEO and CFO to translate executive priorities into execution: lead strategic initiatives, run executive operating rhythms (meetings, OKRs), synthesize decision-ready materials, coordinate cross-functional workstreams, support finance with analysis and board/investor materials, and represent leadership in confidential matters.

The Chief of Staff will work closely with the CEO in key business functions such as strategy, recruiting, and operations. The role requires exceptional interpersonal skills, strategic thinking, and a passion for health. Responsibilities include recruiting, investor relations, internal communications, brand management, and special projects, adapting to the needs of the company.

Partner with the CEO to run company operations and cadence, embed with leadership, own cross-functional ambiguous problems, tighten planning/OKRs and reporting, represent the CEO in meetings, run board prep, hiring loops, and scale processes to drive measurable outcomes.

Serve as the CEO's strategic and operational right hand at an AI LegalTech startup: prepare executive/board/investor materials, build financial models and decks, contribute litigation expertise to product content, validate LLM-generated analyses, drive cross-functional execution, manage company operations (recruiting, vendor administration, OKRs), represent the CEO, and handle special projects across finance, legal, and partnerships.

Drive strategic execution for the AI Neobank: build operating rhythms, manage OKRs, coordinate cross-functional workstreams, prepare leadership/board materials, identify and mitigate risks, support trade-offs and special projects requiring senior judgment and cross-functional authority.

Partner with the CEO to drive strategy execution, lead cross-functional strategic initiatives, manage operating cadence and executive communications, implement OKR/KPI tracking, and ensure organizational alignment and operational excellence during high-growth scaling.

Lead operational rhythms and client delivery, focusing on AI solutions. Collaborate with executives and manage multi-stakeholder projects for positive outcomes.