Web Development Lead

External

Trupanion1 · Seattle

$150K–$160K/yrFull-timeOn-site1w ago

AccessibilityAgileAngularASP.NETAzureCaching

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About the role

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.

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 & Operations

Ensure development work is well-scoped, well-designed, and delivered predictably

Hold the team accountable for code quality, testing, documentation, and long-term maintainability

Drive performance optimization efforts across the web stack

Support production readiness, including deployments, monitoring, and issue resolution

Lead the technical team during production incidents, including driving to root cause, resolution, and supporting after-action reports (RCA's)

Collaboration & Stakeholder Engagement

Work cross-functionally with Product, UX, Marketing, and backend engineering teams

Clearly communicate technical trade-offs, risks, and implementation impacts to both technical and non-technical stakeholders

Influence technical direction through credibility, clarity, and leadership rather than authority

Team Leadership & Mentorship

Mentor and coach web developers at varying experience levels

Foster a culture of ownership, accountability, and continuous improvement

Support hiring efforts by assessing technical expertise and cultural alignment as needed

Technical Skills & Expertise

Sitefinity CMS , including content modeling, templates, widgets, and custom module development

ASP.NET and C# web application development

Sitefinity APIs and MVC framework

HTML5, CSS3, JavaScript, and jQuery

Modern JavaScript frameworks (e.g., React, Angular, Vue)

SQL Server , including data modeling, query development, and performance optimization

Responsive, mobile-first web development practices

Web accessibility standards , including WCAG compliance

Third-party integrations , such as payment systems, Zuora, Google reCAPTCHA, and Google Maps API

Version control using Git

Agile/Scrum tools and workflows, including JIRA

UX/UI collaboration using Figma

Azure or cloud-based hosting environments

Sitefinity Cloud (preferred/bonus)

Performance optimization , including caching strategies, image optimization, and page load improvements

CI/CD pipelines and modern deployment best practices

Required

Significant experience leading or owning web development initiatives in a production environment

Strong proficiency in modern web development technologies and CMS-driven platforms

Demonstrated ability to balance hands-on technical work with team leadership

Experience delivering customer-facing web solutions at scale

Strong communication skills, with the ability to explain technical concepts clearly

Experience working in Agile development environments

Preferred / Nice to Have

Experience leading CMS platform migrations or major site redesigns

Background working with marketing, content, or e-commerce teams

Experience with regulated or high-availability systems

Web Development Lead

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