Chief of Staff, Legal
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Job Description
Chief of Staff partnering with OpenLoop’s General Counsel to guide legal strategy, transactions, budgets and operations. Supporting a telehealth platform serving patients across all 50 states.
Responsibilities:
- Shape the Legal department's strategy and annual priorities with the General Counsel
- Translate business objectives into actionable plans and make trade-offs across priorities, resources and investments
- Drive the General Counsel's strategic initiatives across Legal, Compliance and business leadership
- Partner with VP and SVP leaders to influence decisions and drive alignment
- Lead Legal's involvement in acquisitions, fundraising and strategic partnerships
- Coordinate diligence, data rooms and cross-functional transaction execution
- Act as a strategic advisor and representative of the General Counsel in leadership discussions
- Own leadership meetings, offsites and planning cycles
- Establish an operating rhythm and hold leaders accountable for commitments and results
- Own leadership communications, executive updates and Board discussion materials
- Lead strategic transformation across Legal
- Improve organizational effectiveness and cross-functional collaboration
- Own the legal budget, outside counsel spend and departmental performance reporting
- Set direction for Legal's use of AI, automation, contract management and intake tools
- Partner with IT and build the legal operations capability and team as the department scales
Requirements:
- 10+ years of experience, including several years as a Chief of Staff, strategy lead or senior operator working directly with senior executives
- Demonstrated ownership of complex strategic initiatives and their execution
- Experience leading or significantly contributing to major corporate transactions, including fundraising, acquisitions or other complex strategic processes
- Exposure to due diligence, data rooms and stakeholder coordination
- Record of leading cross-functional transformation, including AI and automation adoption delivering measurable operational improvements
- Experience in large-scale or rapidly scaling organizations
- Strong working knowledge of legal operations, including CLM, intake and legal technology
- Experience owning departmental budgets, resource planning or outside counsel spend
- Experience leading teams and developing people
- Executive judgment, credibility and presence to influence VP and SVP leaders without direct authority
- Strong strategic and commercial judgment
- Healthcare or regulated industry experience preferred
- Experience with Ironclad preferred
- Background spanning consulting, strategy or operations as well as legal preferred
- Experience working directly with a General Counsel, Chief Legal Officer or executive leadership team preferred
Benefits:
- Medical, Dental, and Vision plans
- Flexible Spending/Health Savings Accounts
- Flexible PTO
- 401(k) + Company Match
- Life Insurance
- Pet insurance
- Autonomy, Competence and Belonging company values
- Flat organizational structure with encouragement to bring ideas forward and make things happen
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