Head of Engineering

Posted Yesterday
Be an Early Applicant
San Francisco, CA, USA
Hybrid
228K-285K Annually
Senior level
Healthtech
The Role
Lead and scale the engineering organization to build cloud-native, AI-powered SaaS systems. Own architecture, platform reliability, DevSecOps, infrastructure, and production LLM/RAG/agent services. Partner with Product and cross-functional teams, recruit and mentor engineers, ensure security/privacy and HIPAA/SOC 2 compliance, and drive CI/CD, observability, and operational excellence for rapid product growth.
Summary Generated by Built In
Trial Library is an AI-native research platform with a mission to improve healthcare outcomes by expanding access to precision medicine. 

Trial Library is seeking an experienced Head of Engineering to lead our engineering organization and build the next generation of our AI-native platform. You will lead Engineering and Infrastructure while partnering closely with Product to deliver secure, scalable, and high-performing software. This is a hands-on leadership role for an engineering leader who enjoys solving complex technical challenges, building production AI systems, and mentoring exceptional engineering teams in a fast-paced startup environment. You'll help shape the technical direction of our platform while remaining deeply engaged in architecture, engineering execution, and technical decision-making.

Your Responsibilities:

  • Lead and scale Trial Library's Engineering organization, fostering a collaborative and high-performing culture.

  • Partner with Product to translate business and customer needs into scalable technical solutions.

  • Own software architecture, engineering execution, platform reliability, and technical delivery.

  • Lead application engineering, AI engineering, infrastructure, DevSecOps, IT, and platform operations.

  • Design and build cloud-native systems supporting AI-powered products, including LLM applications, retrieval-augmented generation (RAG), AI agents, model evaluation, and production inference services.

  • Drive engineering excellence through modern software development practices, CI/CD, testing, observability, and operational excellence.

  • Build resilient, scalable infrastructure capable of supporting rapid product growth and evolving AI workloads.

  • Recruit, mentor, and develop high-performing engineering teams while creating an environment of continuous learning.

  • Partner cross-functionally with Clinical, Customer Success, Commercial, and Operations to deliver reliable customer experiences.

  • Ensure platform security, privacy, and compliance with HIPAA and SOC 2 requirements.

  • Balance engineering velocity with scalability, reliability, maintainability, and long-term technical health.

  • Stay current on emerging AI technologies and engineering best practices to continuously improve our platform.

Your Requirements:

  • 8+ years of progressive software engineering experience, including engineering leadership in startup or high-growth environments.

  • Experience leading engineering teams responsible for building and scaling SaaS platforms.

  • Strong technical background in distributed systems, cloud-native architecture, APIs, and modern software engineering practices.

  • Experience building and operating production AI systems using large language models (LLMs), retrieval-augmented generation (RAG), AI agents, machine learning infrastructure, or related technologies.

  • Experience designing scalable cloud infrastructure on AWS, GCP, or Azure, including Kubernetes, CI/CD, infrastructure automation, and observability.

  • Demonstrated success recruiting, mentoring, and growing high-performing engineering teams.

  • Ability to balance rapid product delivery with platform reliability, security, and long-term maintainability.

  • Excellent communication skills with the ability to collaborate across departments

  • Experience within healthcare, life sciences, clinical research, or another regulated industry is preferred.

  • Familiarity with FHIR, HL7, HIPAA, and SOC 2 is a plus.

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 [email protected]

Skills Required

  • 8+ years of progressive software engineering experience, including engineering leadership in startup or high-growth environments
  • Experience leading engineering teams responsible for building and scaling SaaS platforms
  • Strong technical background in distributed systems, cloud-native architecture, and APIs
  • Experience building and operating production AI systems using LLMs, RAG, AI agents, or related technologies
  • Experience designing scalable cloud infrastructure on AWS, GCP, or Azure, including Kubernetes, CI/CD, infrastructure automation, and observability
  • Demonstrated success recruiting, mentoring, and growing high-performing engineering teams
  • Ability to balance rapid product delivery with platform reliability, security, and long-term maintainability
  • Excellent communication skills and ability to collaborate across departments
  • Experience within healthcare, life sciences, clinical research, or another regulated industry
  • Familiarity with FHIR, HL7, HIPAA, and SOC 2

Trial Library Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Trial Library and has not been reviewed or approved by Trial Library.

  • Healthcare Strength Company materials indicate medical, dental, and vision coverage for employees. Feedback suggests core health coverage is a defined part of the package.
  • Leave & Time Off Breadth Public information indicates paid vacation and paid parental leave for full-time employees. Feedback suggests time off and family leave are explicitly included as core benefits.
  • Wellbeing & Lifestyle Benefits A remote-first setup with technology tools and a work-from-home stipend supports home office comfort and productivity. Feedback suggests remote-work support is a notable component of the offering.

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The Company
HQ: San Francisco, California
16 Employees
Year Founded: 2022

What We Do

At Trial Library, we believe health equity in cancer care begins with patient and provider empowerment. We recognize inclusive research environments can answer questions that improve health outcomes for all. We are committed to transforming the standard of care by addressing inequities in discovery and access to cancer clinical trials. Trial Library is a software and services company for accelerating equitable recruitment to clinical trials

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