Top Chief Of Staff Jobs in Boston, MA

Act as the founders' right hand to operationalize AI: prototype internal AI workflows, turn experiments into company-wide programs, run executive cadence and OKRs, unblock cross-functional projects, prepare strategic briefs, enforce responsible AI guardrails, and drive exit-readiness and organizational health.

Senior strategic partner to the CCMO who drives cross-functional delivery, runs leadership cadence and governance, translates strategy into priorities, manages confidential high‑impact projects, shapes executive engagements, and ensures accountability across Brand, Communications, Marketing and Operations.

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.

Serve as Chief of Staff to the CAO and Controllership leader, driving execution of strategic priorities, special projects, finance transformation, and process automation. Produce executive briefings, analyze financial and operational data, own the controllership OPEX budget, coordinate cross-functional initiatives, and support team development, hiring, and change management.

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.

Provide high-level executive support to the Chief Product Officer while coordinating product operations, meetings, travel, expenses, and confidential communications. Drive meeting logistics, track action items, prepare presentations and reports, and support strategic initiatives. Identify and implement AI and automation solutions to improve workflows, and progressively take on product operations, analytics, and process-improvement ownership with a path toward Product Operations or Chief of Staff roles.

Partner with the CFO to prioritize and advance high-impact finance, people, operations, and strategy work. Shape operating cadence, prepare executive materials, track CFO-owned projects to closure, coordinate cross-functional stakeholders, resolve stalled work, and draft decision notes and executive communications to maintain momentum and clarity across the CFO portfolio.

Serve as Chief of Staff to the VP of Neuroscience Discovery Research, translating strategy into action by coordinating cross-functional initiatives, tracking progress, identifying risks, and enabling decision-making. Drive operational excellence, support leadership effectiveness, develop executive communications, and partner with Finance and Business Management to prioritize resources and improve processes. Facilitate external collaborations and capture organizational learnings to strengthen alignment and execution across discovery research teams.

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.

Act as the CTO's right hand for R&D and Technology, owning program management, roadmaps, milestone tracking, dependency management across chemistry and engineering workstreams, translating between technical teams and business stakeholders, preparing executive/investor materials, and building operating cadence and decision processes without adding bureaucracy.

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.

Partner with the CEO to drive strategic initiatives, prepare board and executive materials, support budgeting and performance reporting, build dashboards, analyze SaaS metrics, and coordinate cross-functional execution to improve organizational effectiveness.

The Chief of Staff will work closely with the CEO and leadership team to drive company-wide execution, oversee strategic initiatives, improve processes across teams, and lead critical projects to accelerate growth and patient impact.

Partner with the CEO/COO to translate strategy into execution, build AI-enabled operating systems, drive cross-functional programs, run OKRs and planning cadences, scale vendor/procurement, and lead high-priority projects end-to-end.

Strategic partner to the Co-CEOs driving alignment, execution, and communication across goop’s business, Gwyneth’s media/personal portfolio, and investments. Build AI-enabled Notion dashboards and automations, run executive meetings, prepare board decks and briefings, manage CRM and relationship health, lead cross-functional strategic projects, and support company-wide communications and offsite planning.

The Chief of Staff supports the Chairman by driving strategic initiatives, managing projects, and optimizing decision-making processes while ensuring operational efficiency across ventures.

Serve as the SVP's right hand for Healthcare Analytics by managing budgets and ROI, running operational rhythms (recruiting, onboarding, meetings), producing executive communications, supporting strategic planning and talent processes, coordinating cross-functionally, and resolving blockers to ensure delivery and alignment.

The Chief of Staff will lead operational projects, ensuring delivery of AI solutions, managing client relations, and coordinating cross-functional efforts for success.

Serve as the right hand to the Head of Sales, running sales cadence, driving pipeline visibility and forecasting, enabling reps with materials, coordinating cross-functional GTM work, structuring strategic problems, supporting hiring/onboarding, and preparing executive-level communications to improve sales execution and accountability.