Chief of Staff

Trial Library•San Francisco, CA
•Hybrid

About The Position

Trial Library is an AI-native enrollment and care navigation platform that accelerates access to precision medicine. Working with biopharmaceutical manufacturers, payers, and health systems, the company enables clinical trials to be delivered as a standard care option to improve patient access and oncology outcomes and reduce the total cost of care. Its platform is deployed in more than 840 clinics and 3,000 providers nationwide. Reporting to the CEO, the Chief of Staff is a hands-on operator and analytical partner who supports the CEO and leadership team in planning, tracking, and executing the company’s highest-priority initiatives. The role is suited to someone with strong analytical skills and a bias toward execution who wants direct exposure to company-building at a fast-growth Series A health technology company. This is a hybrid position based in San Francisco, California, with three required office days per week: Wednesday, Thursday, and Friday. The stated annual base salary range is $140,000–$175,000. Final compensation depends on experience, skills, and qualifications.

Requirements

  • 4–7 years of experience in strategy consulting, investment banking, venture capital, corporate development, or startup strategy and operations.
  • Strong analytical and financial modeling skills, with the ability to turn performance data into clear insights.
  • Excellent written and oral communication skills, including the ability to produce polished, executive-ready presentations and memos.
  • Exposure to fundraising, investor relations, board materials, or other investor-facing work.
  • Experience managing cross-functional projects and driving follow-through across multiple stakeholders.
  • Ability to build trust and influence without direct authority.
  • Highly organized, with sound judgment and comfort moving between analysis and hands-on execution.
  • Comfort with ambiguity in a fast-paced, evolving startup environment.

Responsibilities

  • Coordinate annual planning, quarterly priorities, and OKR tracking with the CEO and leadership team.
  • Track company-level KPIs and performance against goals, build regular reporting, and surface risks, trends, and insights.
  • Partner with the leadership team and people lead on company-wide initiatives, including all-hands meetings and onsite programming.
  • Conduct market, competitive, and partnership research and analysis to inform CEO and board discussions.
  • Analyze opportunities such as new indications, partner types, pricing models, and alliances, and frame options and tradeoffs for leadership decisions.
  • Lead defined cross-functional projects from planning through execution, clarify owners, timelines, and next steps, and escalate blockers when needed.
  • Prepare briefing materials, data, and synthesized background for the CEO’s investor, partner, and board conversations.
  • Support governance activities, including preparation for future financing rounds and development of board and investor materials, in partnership with Finance and the CEO.

Benefits

  • Comprehensive medical, dental, and vision coverage for employees and eligible dependents.
  • Disability, life, and supplemental insurance options.
  • Flexible paid time off and observed company holidays.
  • One-time home office stipend.
  • 401(k) program.
  • Pre-tax HSA and FSA options.
  • Commuter benefits.
  • Financial wellness resources.
  • Access to legal protection plans.
  • Voluntary benefits, including pet wellness support and domestic partner coverage.
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