Chief of Staff supporting strategic initiatives for an AI-powered legal tech company. Collaborating closely with executive leadership on complex analysis and decision-making tasks.
Responsibilities
Partner closely with the Chief Product Officer / Chief Legal Officer to prioritize initiatives, synthesize information across stakeholders, and support high-stakes decision-making
Lead deep quantitative and qualitative analysis, including working through complex spreadsheets, models, and datasets, and translating findings into executive-ready materials
Prepare clear, concise slides, memos, and summaries that distill complex legal, product, and technical subject matter into actionable insights
Work cross-functionally with product, data science, engineering, and legal teams to drive alignment, track progress, and unblock dependencies
Bring intellectual curiosity and product thinking by engaging directly with the product, evaluating what’s working, and identifying opportunities for improvement
Requirements
Law degree or equivalent formal legal training, with professional experience in a legal or regulatory environment such as a law firm, in-house legal team, or legal operations role
3–8 years of experience in management consulting or strategy roles, with demonstrated ownership of complex, ambiguous workstreams
Strong quantitative and analytical skills, with hands-on experience building analyses, working deeply in spreadsheets, and synthesizing data to support decision-making
Proven ability to produce executive-ready materials, including slides, memos, and written recommendations for senior leaders
Experience working cross-functionally with product, engineering, data, or technical teams in a technology or product-driven company
Benefits
Choice of medical, dental, and vision insurance plans for you and your family
Additional insurance coverage options for life, accident, or critical illness
Flexible paid time off, sick leave, short-term and long-term disability
10 US observed holidays, and Canadian statutory holidays by province
A home office stipend
401(k) for US-based employees and RRSP for Canada-based employees
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