Manager, Software Development - Web & Mobile Applications

Company 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. 

Job Description

US – Seattle only: 
This position is open to candidates in the Seattle, WA area. You will have a hybrid remote/in-office schedule where you will work from our casual, pet-friendly office at least 3 days a week (Tuesday, Wednesday, Thursday). 

Trupanion is seeking a Software Development Manager to lead teams responsible for building, operating, and evolving Trupanion's customer-facing web and mobile experiences. This role is ideal for a leader who remains deeply technical, actively contributes to architecture and engineering decisions, and takes ownership of delivering exceptional digital experiences that drive customer acquisition, engagement, retention, and self-service capabilities.   

This is not a purely managerial role. Success requires strong technical leadership, sound architectural judgment, and direct involvement in engineering execution. You will partner closely with Product, UX, Marketing, e-Commerce, and business stakeholders to modernize and scale the platforms that support the entire member journey across web and mobile channels.

Key Responsibilities: 

Technical Leadership 

• Operate as a servant leader and take full ownership of the delivery and outcomes for your teams.  You actively contribute to application architecture, technical design reviews, implementation strategy, and engineering standards.
• Lead teams that build modern customer-facing web and mobile applications that deliver intuitive, reliable, and scalable member experiences.  
• Drive modernization efforts across digital platforms, including migration from legacy technologies to modern web and mobile frameworks.   
• Partner with architects and senior engineers to establish long-term technology direction while balancing innovation, stability, and operational excellence.  
• Leverage AI-assisted development tools (e.g., Claude, Codex, Copilot) to improve engineering effectiveness and promote responsible adoption across teams.  Leverage AI to both improve time-to-market and quality of software overall.  
• Champion best practices for performance, accessibility, security, maintainability, and user experience across all digital properties.  

Digital Experience Delivery & Business Impact  

• Drive engineering investments that improve conversion rates, customer engagement, platform reliability, and operational efficiency.  
• Ensure work is well-scoped, well-designed, and delivered predictably while maintaining a high standard of quality.  
• Establish engineering practices that support rapid delivery without compromising long-term maintainability.  

Production Ownership & Operational Excellence  

• Own the health, reliability, and operational readiness of customer-facing digital platforms
• Lead and personally contribute to production incident resolution, including hands-on troubleshooting and debugging when necessary.
• Drive structured incident response, root cause analysis, and preventative improvements.
• Establish and maintain monitoring, logging, alerting, and observability practices.
• Ensure teams are prepared for production support and operational responsibilities.
• Promote a shift-left mindset for quality, security, observability, and operational readiness.  

Cross-Functional Leadership  

• Work effectively with Product, UX, Marketing, e-Commerce, Engineering, DevOps and Infrastructure, and business stakeholders to align priorities and outcomes.
• Communicate technical trade-offs, risks, platform strategy, and delivery impacts clearly to executive and non-technical audiences.
• Influence technical direction through credibility, collaboration, and strong engineering leadership.
• Partner with business teams to translate customer and organizational goals into scalable technology solutions.
• Talent Leadership & Mentorship
• Recruit, hire, and retain high-performing software engineers.
• Drive creation of a high-performance organization that balances accountability, ownership, continuous improvement, innovation, operational excellence, collaboration, communication, and customer obsession.
• Mentor engineers and technical leads while developing future engineering leaders. 

Qualifications

Required:

• 3+ years' experience as a Software Engineering Manager or Tech Lead with hands-on technical responsibilities.
• 3+ years' experience in web technologies such  Angular, React, and/or Typescript, and HTML/CSS.
• Experience in C# / .NET, including .NET Framework and .NET Core a strong plus.
• Experience building digital commerce, customer acquisition, enrollment, or self-service experiences.
• Working understanding and applied experience with SOLID principles, object-oriented design, design patterns, REST APIs, SQL, and relational database design.
• Experience building and maintaining customer-facing web and mobile applications at scale.
• Experience leading teams responsible for web and/or mobile application development.
• Experience with responsive, mobile-first application development and modern UX practices.
• Experience with Azure DevOps and CI/CD practices.
• Strong system design, troubleshooting, and production support experience.
• Excellent written and verbal communication skills.
• Comfortable handling performance management, coaching, and difficult conversations when necessary.
• Experience working within Agile software development methodologies.   

Strongly Preferred: 

• Experience with Sitefinity CMS, including content modeling, templates, widgets, custom module development, APIs, and MVC architecture.
• Experience leading web platform modernization, CMS migrations, or large-scale website replatforming initiatives.
• Experience migrating customers and user traffic from legacy digital platforms to modern architectures.
• Strong background in Azure, including Azure SQL, App Services, Service Bus, and cloud-native application development.
• Experience delivering eCommerce, subscription management, payment, or customer acquisition experiences.
• Familiarity with native mobile development technologies, including Swift and Kotlin.
• Experience working closely with Marketing and Digital Experience teams.   

Nice to Have:

• Experience with Sitefinity Cloud
• Experience with RabbitMQ or similar message-driven architectures.  
• Experience with containerized environments such as Docker and Kubernetes.
• Experience integrating with third-party platforms such as payment providers, subscription management solutions, Google Maps APIs, reCAPTCHA, or similar services.
• Experience with accessibility standards and WCAG compliance.
• Experience in regulated or mission-critical industries such as insurance, healthcare, or financial services. 

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.

For more information about Trupanion, visit https://trupanion.com/about

Learn more about how Trupanion has revolutionized our industry and the reimbursement model: https://www.youtube.com/watch?v=vdWZ4KHiPTQ

Trupanion 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.

Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment visa at this time.