Trupanion

Insurance

WebDevelopmentLead

$165–225k ~AI est. Seattle, Washington, United States FULL TIME
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for mid candidates.

The Brief

“Web Development Lead at Trupanion. Skills: Web development, Platform architecture, Team leadership. Contribute to architecture. Contribute to development”

Industry & Context.

Insurance
Problems you'll solve

Root cause analysis

What They're Looking For.

Must Have

Significant experience leading web development, Proficiency in modern web technologies, Hands-on technical work experience, Team leadership experience, Deliver customer-facing web solutions, Explain technical concepts clearly, Work in Agile environments

Nice to Have

Lead CMS platform migrations, Lead major site redesigns, Work with marketing teams, Work with content teams, Work with e-commerce teams, Work with regulated systems, Work with high-availability systems

What You'll Do.

Contribute to architecture

Contribute to development

Contribute to code reviews

Contribute to technical standards

Lead design implementation

Lead scalable applications

Lead secure applications

Lead maintainable applications

Drive AI-forward culture

Improve developer efficiency

Improve developer throughput

Own web platform architecture

Evolve web platform architecture

Align architecture goals

Provide guidance on best practices

Champion modern patterns

Champion modern frameworks

Balance innovation with stability

Partner with designers

Ensure translation of designs

Ensure high-quality experiences

Ensure development is well-scoped

Ensure development is well-designed

Ensure predictable delivery

Hold team accountable for quality

Hold team accountable for testing

Hold team accountable for documentation

Hold team accountable for maintainability

Drive performance optimization

Support production readiness

Support issue resolution

Lead technical team during incidents

Support after-action reports

Work cross-functionally

Communicate technical trade-offs

Communicate implementation impacts

Influence technical direction

Mentor web developers

Foster culture of ownership

Foster culture of accountability

Foster culture of continuous improvement

Support hiring efforts

Assess technical expertise

Assess cultural alignment

How You'll Work.

Team & Collaboration

Product teams; UX teams; Marketing teams; Backend engineering teams; Technical stakeholders; Non-technical stakeholders

Communication Scope

Explain technical concepts

Process & Methodology

Agile, Scrum, JIRA

Full Job Description

Trupanion is a leading provider of medical insurance for cats and dogs in North America. Our mission is to help loving, responsible pet owners budget and care for their pets. At Trupanion, we offer a collaborative, casual, and pet-friendly environment where everyone is encouraged to be themselves. This position is open to candidates in theSeattle, WA area and follows a hybrid remote/in-office schedule, with in-office collaboration 3 days per week. Overview We are seeking a highly hands-on Web Development Lead to guide the design, development, and operation of our public-facing and internal web platforms. This role is ideal for a senior-level technologist who combines strong people leadership through influence with deep web development expertise, and a passion for building performant, accessible, and maintainable web experiences. This is not a purely managerial role. The Web Development Lead is expected to remain deeply involved in architecture, implementation, and technical decision-making while mentoring engineers and partnering closely with product, UX, and business stakeholders. Key Responsibilities Hands-On Technical Leadership * Serve as a hands-on technical leader, actively contributing to architecture, development, code reviews, and technical standards * Lead the design and implementation of scalable, secure, and maintainable web applications * Drive an AI-forward engineering culture, bringing demonstrated experience with AI tools such as Codex or Claude Code to improve developer efficiency and throughput * Own and evolve the overall web platform architecture, ensuring alignment with long-term business and technical goals * Provide guidance on best practices for performance, security, accessibility, and maintainability * Champion modern web development patterns and frameworks while balancing innovation with stability * Partner closely with UX/UI designers to ensure seamless translation of designs into high-quality user experiences Delivery, Quality & Operatio

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