Lead Software Engineer

Opportunity

We are seeking a Lead Software Engineer to join our Copilot team and play a key role in shaping the technical direction and execution of our new AI-powered platform. This platform is designed to optimize and enhance the efficiency of our clinical operations teams.

This role offers a compelling opportunity at the intersection of backend engineering, healthcare technology, and system integrations. As a technical leader, you will drive architectural decisions, lead complex initiatives, and influence engineering best practices. You will work closely with AI, mobile, and other engineering teams, as well as clinical operations stakeholders, to streamline workflows and ultimately improve the member experience.

Responsibilities

• Lead the end-to-end delivery of Copilot product capabilities for the care teams, from product discovery and technical design through implementation, launch, measurement, and production operations.
• Partner with Product Managers and clinical or business stakeholders to define priorities, evaluate tradeoffs, and translate customer and business needs into an executable product roadmap.
• Establish, own, and drive measurable product and business outcomes; ensure appropriate instrumentation and use post-launch results to guide iteration.
• Break complex initiatives into clear workstreams, delegate ownership effectively across engineers, manage dependencies, and hold the team accountable for high-quality delivery.
• Lead full-stack technical direction across user experiences, backend services, data flows, and system integrations while remaining hands-on in Python and FastAPI backend development.
• Design, develop, and scale reliable microservices and APIs using Python/FastAPI; contribute to or integrate with Java/Spring Boot services where appropriate.
• Make and document architectural decisions for complex, event-driven, distributed systems, including reliability, scalability, security, and operational tradeoffs.
• Collaborate closely with AI/ML, Data Platform, Infrastructure, mobile, and other engineering teams to deliver cohesive product capabilities and resolve cross-team dependencies.
• Develop and productionize AI-powered capabilities, including evaluation, guardrails, observability, and continuous-improvement workflows.
• Mentor engineers, provide technical direction and review, and improve the engineering practices needed for safe, frequent releases and reliable production operation.
• Take on additional responsibilities as needed.

Qualifications

• 6+ years of professional software engineering experience, including recent hands-on backend or full-stack product development.
• Demonstrated experience leading a significant project or team through end-to-end delivery, including planning work, delegating ownership, coordinating dependencies, and making technical and delivery decisions.
• Demonstrated experience partnering with Product Managers and business stakeholders to shape priorities, make tradeoffs, and own measurable customer or business outcomes.
• Experience personally owning and delivering customer-facing products from discovery or definition through launch, measurement, iteration, and production support.
• Full-stack technical leadership experience, with strong hands-on Python backend expertise and experience building microservices using FastAPI.
• Experience personally designing complex, event-driven systems and distributed architectures, including making documented scalability, reliability, and operational tradeoffs.
• Strong knowledge of API design, authentication and authorization, data modeling, production debugging, and performance optimization.
• Ability to communicate technical decisions, risks, tradeoffs, and progress clearly to engineering, product, clinical, and business audiences.

Preferred Qualifications

• Experience developing and operating AI agents or AI-powered products in production, including evaluation, safety controls, monitoring, and iterative improvement.
• Experience building products in healthcare, regulated environments, or fast-paced growth-stage companies.

Compensation and Benefits

The compensation range for this position is $220,000 - $240,000 annually.

Twin has an ambitious vision to empower people to live healthier and happier lives, and to achieve this purpose, we need the very best people to enhance our cutting-edge technology and medical science, deliver the best possible care, and turn our passion into value for our members, partners and investors. We are committed to delivering an outstanding culture and experience for every Twin employee through a company based on the values of passion, talent, and trust. We offer comprehensive benefits and perks in line with these principles, as well as a high level of flexibility for every Twin

• A competitive compensation package in line with leading technology companies
• A remote and accomplished global team
• Opportunity for equity participation
• Unlimited vacation with manager approval
• 16 weeks of 100% paid parental leave for delivering parents; 8 weeks of 100% paid parental leave for non-delivering parents
• 100% Employer sponsored healthcare, dental, and vision for you, and 80% coverage for your family; Health Savings Account and Flexible Spending Account options
• 401k retirement savings plan