Skip to content
AnacondaAnacondaUnited States

Chief of Staff, Director of Legal Operations

Chief of Staff and Director of Legal Operations reporting to the CLO. Own Legal Ops strategy, budget, tech stack, metrics/dashboards (with AI), cross-functional alignment across Legal, Corp Dev, IT and the business, and drive AI transformation in legal workflows. Requires 10+ years broad ops experience in growth-stage tech, hands-on legal ops, and executive partnership.

Salary not listed
Remote10+ YOELegal

About the role

Responsibilities

  • Partner with the CLO and leadership team to define and execute long-term strategy. Own operational planning cycles, including OKR processes, roadmap development, and cross-functional coordination.
  • Lead and develop the Legal Ops function, including direct management of the team. Own the global Legal budget, forecasting, and accruals.
  • Lead strategy for Legal-specific vendors (outside counsel, legal tech, e-billing) with focus on data-driven performance and spend optimization.
  • Maintain and evolve the Legal tech stack (CLM, e-billing, litigation tools) and design streamlined intake and triage systems.
  • Design and own framework for tracking org performance. Build automated dashboards and real-time progress views, using AI to synthesize inputs.
  • Act as strategic liaison between CLO org and Finance, GTM, Customer Success, Product, Engineering, and Marketing. Ensure integration into business decisions.
  • Focus on critical cross-functional initiatives, including post-acquisition integration.
  • Continuously identify and implement AI tools and workflows across the org, with focus on automation in Legal via the Legal Operations roadmap.

Requirements

  • Led or built a Legal Ops function, understanding difference between running the budget and owning the strategy.
  • 10+ years in Legal Operations, strategy, business operations, or similar broad operational role, with clear progression in scope and responsibility.
  • Proven experience operating close to a CLO, General Counsel, or senior legal executive in a growth-stage technology company.
  • Hands-on Legal Ops experience: budget management, outside counsel strategy, legal tech stack ownership (e.g., Ironclad, Brightflag), and metric development.
  • Strong analytical instincts: comfortable with data, building financial models, translating findings into decisions for senior audiences.
  • Track record of producing high-quality executive communications (briefings, presentations, strategic documents).
  • Hands-on experience using AI tools to improve quality and speed of legal and operational work.
  • Ability to hold ambiguity, prioritize under pressure, and move quickly without losing alignment.
  • Sense of humor, bias for action, ability to manage immediate tasks alongside long-term strategy.

Nice-to-Haves

  • EQ that matches your IQ.
  • Background spanning legal or compliance depth alongside operational breadth.
  • Active participation in legal ops or similar communities.
  • Experience in or alongside Strategic Operations, BizOps, or Corp Dev function, familiarity with how Finance, GTM, or CS teams use data.
  • Worked in open-source, AI, or data-intensive technology companies.
  • Clear point of view on where AI changes what a lean, high-leverage legal org can deliver, with concrete examples.
  • Embody values: Curious by Default, Build Together, Own It, Lead with Guts and Heart; behaviors: Clarity, Care, Candor.

Compensation

The base salary range for this role is...

Skills

legal operationsBudget Managementlegal tech stackironcladbrightflagAI ToolsFinancial Modelingokr processesdashboard developmentExecutive Communicationclme-billing

Similar roles

Legal jobs
Moment

Chief Compliance Officer

MomentNew York, NY

Lead compliance for an RIA and Broker-Dealer at an AI investment management startup. Own policies, surveillance, regulator relationships, and embed compliance into product.

200k – 300k/yr
On-site8+ YOELegal
Coinbase

Deputy Chief Regulatory Officer

CoinbaseUnited States

Serve as second-in-command of the Market Regulation Department for Coinbase's CFTC-registered derivatives exchange, leading compliance, audits, and regulatory engagement. Requires 7+ years of CFTC DCM/DCO compliance experience.

180k – 211k/yr
Remote7+ YOELegal
Range Finance

Chief Compliance Officer

Range FinanceMcLean, VA

Leads development and maintenance of compliance programs ensuring adherence to SEC, FINRA, and state regulations for RIA and broker-dealer operations. Oversees audits, training, regulatory interactions, and risk management with 12+ years experience required.

Salary not listed
On-site12+ YOELegal
GitLab

Vice President, Legal Commercial

GitLabUnited States

Lead GitLab's global commercial legal function as the senior executive below the CLO. Partner with CRO, CFO and GTM leadership on complex enterprise deals, AI contracting, strategic partnerships, public sector, and procurement while building and scaling a distributed team of 15-20 legal professionals.

Salary not listed
Remote15+ YOELegal
Setpoint.io

Vice President, Legal

Setpoint.ioNew York, NY

Strategic legal leader partnering with executives and sales to provide guidance on capital markets, structured finance, and technology transactions. Drafts and negotiates complex SaaS and customer agreements while building scalable legal processes for a fintech platform.

250k – 325k/yr
Hybrid12+ YOELegal