*This position is open to candidates in the **Seattle, 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 & 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 **Qualifications** **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 **Additional Information** **Compensation: ** - The base salary range for this position is **$150,000 -$160,000** on a full-time schedule. - Along with base compensation, Trupanion employees are currently eligible for monthly bonuses. - We want all employees to be invested in Trupanion's success, so we grant Restricted Stock Units to all new team members. Our new hire grants vest over 4 years. **Benefits and Perks:** - Full medical, dental, and vision benefits at no cost to the employee - Four weeks of paid time off and 9 paid float holidays (you can decide which days are most important to you!) - Five-week sabbatical after five years of employment - Open, casual, pet-friendly, and fun office environment - Free medical health insurance for your pet (1 dog or cat) - Paid time off to volunteer at nonprofit organizations - Seattle Office Amenities: Free on-site gym, free dog walking services for office pets during business hours, free parking, and paid ORCA cards.