Chief of Staff

Trial Library; San Francisco (CA); Hybrid; USD 140,000 - 175,000; Full time

Benefits offered by this job

Health & Wellness

Time Off & Workplace Support

Financial & Lifestyle Benefits

Additional Support & VoluntaryBenefits

Job summary

Trial Library, an AI-native enrollment and care navigation platform, is seeking a Chief of Staff in San Francisco. You will partner with the CEO and leadership to plan, track, and execute top initiatives, coordinate planning, and surface insights.

This hands-on role requires strong analytical skills, executive communication, and experience in strategy/ops. The position offers hybrid work, competitive compensation, and opportunities to shape growth at a Series A health tech company.

Qualifications

• 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.
• Comfortable with ambiguity in a fast-paced, evolving startup environment.

Responsibilities

• Coordinate the company’s strategic planning process, including annual planning, quarterly priorities and OKR tracking, in partnership with the CEO and leadership team.
• Track company-level KPIs and performance against goals, build regular reporting, and surface risks, trends and insights to the CEO and leadership team.
• Partner with the leadership team and people-lead to support company-wide initiatives such as all-hands and onsite programming.
• Conduct ongoing market, competitive and partnership research and analysis to inform CEO and board discussions.
• Analyze new 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, keeping owners, timelines and next steps clear and escalating blockers when needed.
• Prepare the CEO for key investor, partner and board conversations with briefing materials, data and synthesized background.
• Participate and support key governance activities including preparation for future finance rounds and development of board and investor materials, in partnership with Finance and the CEO.

Skills

Strategy development

Analytical skills

Financial modeling

Executive communication

Fundraising exposure

Cross-functional leadership

Project management

Influence without authority

Organizational skills

Ambiguity tolerance

Job description

Trial Library is an AI-native research platform with a mission to improve healthcare outcomes by expanding access to precision medicine.

About Trial Library

Trial Library is an AI-native enrollment and care navigation platform that accelerates access to precision medicine. In collaboration with biopharmaceutical manufacturers, payers, and health systems, Trial Library enables the delivery of clinical trials as a standard care option - improving patient access, advancing oncology outcomes, and reducing the total cost of care.Backed by leading healthcare venture capital firms, Trial Library’s platform is currently deployed in 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 to plan, track, and execute the company’s highest-priority initiatives. This role suits someone with strong analytical skills and a bias toward execution who wants direct exposure to company-building at a fast-growth Series A health tech company

Your Responsibilities

• Coordinate the company’s strategic planning process, including annual planning, quarterly priorities and OKR tracking, in partnership with the CEO and leadership team.

• Track company-level KPIs and performance against goals, build regular reporting, and surface risks, trends and insights to the CEO and leadership team.

• Partner with the leadership team and people-lead to support company-wide initiatives such as all-hands and onsite programming

• Conduct ongoing market, competitive and partnership research and analysis to inform CEO and board discussions.

• Analyze new 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, keeping owners, timelines and next steps clear and escalating blockers when needed.

• Prepare the CEO for key investor, partner and board conversations with briefing materials, data and synthesized background.

• Participate and support key governance activities including preparation for future finance rounds and development of board and investor materials, in partnership with Finance and the CEO.

Your 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.

• Comfortable with ambiguity in a fast-paced, evolving startup environment.

$140,000 - $175,000 a year

Compensation & On-Site Requirement

This is a hybrid role based in San Francisco, CA, with a requirement of three days per week in the office; Wednesday, Thursday, and Friday. The salary range for this position is $140,000-175,000 per year and reflects a good faith estimate of base pay for candidates working in this location. Final compensation will be based on experience, skills, and qualifications.

Why Trial Library

• Meaningful impact - helping patients access clinical trials faster through better technology and workflows
• High ownership environment - autonomy to build, test, and influence strategy across the business
• Collaborative team culture - low ego, high trust, and close partnership across functions
• Opportunity for growth - join at an early stage with meaningful exposure to company-building and decision-making

Our Core Values

• Ally is our favorite moniker
• The broadest reach is worth the effort
• Celebrate measurable improvements in access and outcomes
• Fearless advocates for representation in research
• Incentives matter to stakeholders choosing our products
• Taking initiative is actually giving
• We are accountable for the experience of patients and providers
• Empathy and humility are the real dynamic duo

Our Benefits & Perks

• Health & Wellness:Comprehensive medical, dental, and vision coverage for employees and eligible dependents, along with disability, life, and supplemental insurance options designed to support your overall well-being.
• Time Off & Workplace Support:Flexible paid time off, observed company holidays, and a one-time home office stipend to help you create a productive and comfortable remote workspace within our hybrid environment.
• Financial & Lifestyle Benefits:401(k) program, pre-tax HSA and FSA options, commuter benefits, financial wellness resources, and access to legal protection plans to support both short- and long-term planning.
• Additional Support & Voluntary Benefits: Access to voluntary benefit offerings including pet wellness support, domestic partner coverage, and additional programs that support the diverse needs of our team members and their families.

Our Interview Process

Our interview process typically includes four stages, followed by reference checks and an offer. Depending on the role, particularly for technical or senior positions, the process may vary slightly and can include a technical assessment, case study, presentation, practical exercise, additional interview conversations, or conversations with members of our leadership team and investors.

Trial Library, Inc. is an equal opportunity employer committed to building an inclusive workplace. We provide equal employment opportunities to all employees and applicants and prohibit discrimination and harassment of any kind without regard to race, color, religion, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity or expression, national origin, ancestry, age, disability, genetic information, marital status, veteran status, military status, medical condition, family or medical leave status, political affiliation, or any other characteristic protected by applicable federal, state, or local law.

Trial Library, Inc. is committed to providing reasonable accommodations for qualified individuals with disabilities throughout the recruiting process. If you require assistance or accommodation, please contact [e-mail]