Principal Software Engineer

Principal Software Engineer

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-based. Seattle preferred, with consideration for candidates in the Eastern or Central time zones. Seattle-based employees will follow a hybrid schedule, working from our casual, pet-friendly office at least three days per week.*

Position Summary:

The Principal Software Engineer – Enterprise Integrations will serve as a lead developer responsible for architecting and executing the expansion of our existing web portal and development from the ground up of a cloud-based workflow management system.

This role bridges the gap between technical execution and business strategy, ensuring that our software solutions are scalable, highly available, and tailored to meet internal, veterinary, and pet owner consumer needs. You will play a critical part in evolving our technology stack to support the rapid growth and integration requirements of the company.

Responsibilities:

System Architecture:

• Architect and perform systems design for web portals, customer communication tools, and workflow management software featuring bidirectional integrations.
• Bridge organizational boundaries to design systems that support new product initiatives and core business simultaneously.

Technical Depth:

• Be a hands-on developer to define, design, build, integrate, deploy, monitor, and maintain/sustain solutions from ideation to production.
• Be fluent in AI technologies with hands-on experience in using productivity enhancing tools such as Cursor, Claude Code, GitHub Copilot, others, with demonstrable performance and velocity improvements for both project teams and ability to cross-pollinate across the organization.
• Prefer a buy over build with integration mindset for technology roadmap.
• Ability to evaluate pros and cons of vendor solutions that match business requirements, and be able to articulate tradeoffs and risks.
• Work alongside IT leadership to ensure software is responsive, highly available, and capable of handling increasing user loads.
• Maintain and optimize existing portal functionality while identifying opportunities for new feature development and system integrations.

Collaboration:

• Partner with business stakeholders, Project/Program Managers, Product Managers, and development teams to translate operational needs and business requirements into technical requirements while ensuring all solutions align with long term corporate and overall technology organization goals.
• Collaborate with core product architects and technical leads to validate assumptions and work items to ensure "fit to purpose", scalability, maintainability, and observability of all solutions.

Project Execution:

• Lead the technical planning and delivery phases of software projects, ensuring modern web and cloud technologies are utilized effectively.
• Ensure technical dependencies, blockers, risks, etc are documented and communicated to stakeholders.

Qualifications

Requirements:

• Bachelor's degree in computer science, Engineering, or a related technical field.
• Proven experience working with C#,.NET Core and.NET Framework, SQL, Postman, microservices architecture, and in particular strong demonstrable experience with integration of 3rd party platforms such as Microsoft Dynamics or Oracle Netsuite.
• Minimum of 8 years of professional experience in software development, preferably with consumer-facing portals and/or practice management systems (i.e. EHR, pharmacy, or veterinary).
• Exceptional ability to troubleshoot complex issues and solve technical challenges independently, particularly in production.
• A collaborative mindset with the ability to be a positive and productive teammate.
• A strong desire and demonstrated ability to learn new skills, languages, and development frameworks as technology evolves.
• Strong written and verbal communication skills with the ability to explain technical concepts to non-technical stakeholders.
• Ability to work flexible hours and travel up to 15% as required by project needs.

Additional Information

Compensation:

• The base salary range for this position is $180,000 - $200,000 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.

Job Location:

• US-based, with a preference for Seattle, WA and consideration for applicants in the Eastern or Central time zones.
• Seattle-based employees will follow a hybrid schedule, working from our casual, pet-friendly office at least three days per week.

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.