Web Development Lead

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. 

*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.*

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 (RCAs) 

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
• 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: 

• Thebasesalaryrange for this position is$-$160000 on a full-time schedule. 
• Along with base salaryTrupanionemployees may be eligible for monthly bonuses. 
• We want all employees to be invested inTrupanionssuccess 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.

For more information about Trupanion visit more about how Trupanion has revolutionized our industry and the reimbursement model: is an equal-opportunity employer and embraces diversity. We are committed to building a team that represents a variety of backgrounds abilities perspectives and skills.

We will ensure that individuals are provided reasonable accommodation to participate in the job application or interview process perform essential job functions and receive other benefits and privileges of employment. Please contact us to request accommodations.

Remote Work :

No

Employment Type :

Full-time