Jobs at Trupanion

Own quarterly earnings and disclosure processes, investor and analyst engagement, consensus modeling, market intelligence, roadshows, investor events, and IR program development. Partner with executives, Finance, Legal, Communications, and the Board to shape capital-markets messaging, monitor shareholder activity, support ESG and capital-markets initiatives, and translate investor feedback into recommendations.

Provides real-time telephone, email, and chat support to veterinary, breeder, shelter, insurance, and employee-benefit partners. Manages high-volume queues, resolves technical and operational issues, researches complex cases, explains products and policies, escalates when necessary, collaborates with internal teams, and meets productivity, quality, and partner-satisfaction targets. The role is fully remote across Canada and the United States and requires French-English bilingual communication.

Leads Microsoft identity, security, endpoint management, and Zero Trust architecture. Responsibilities include modernizing Active Directory and Entra ID, implementing passwordless authentication, transforming Intune and Autopilot deployments, designing secure access solutions, establishing identity governance, and developing PowerShell and Microsoft Graph automation. The role partners with technology, security, infrastructure, compliance, service desk, and business teams to execute the Microsoft platform roadmap.

Owns the engineering, administration, governance, and operational maturity of Microsoft 365 E5, Intune, SCCM, endpoint management, application deployment, and cloud patching. The role modernizes endpoint operations, develops automation and compliance strategies, packages applications, manages Windows devices, improves security and user experience, and partners with infrastructure, security, compliance, and business teams. It also provides Tier 3 support, documentation, governance, reporting, technical roadmaps, and mentorship.

Manages the DevOps team responsible for source control, CI/CD pipelines, Terraform, release tooling, secrets, and certificates on Azure. Hires and develops engineers, sets engineering standards, plans sprint work, manages vendors, builds self-service developer tools, oversees audit change controls, tracks delivery metrics, and leads incident response. Requires strong hands-on expertise in CI/CD, Terraform, Azure, scripting, software delivery controls, and technical platform design.

Design and evolve scalable, secure, cloud-native architecture for insurance platforms supporting policy administration, billing, claims, payments, underwriting, customer service, and integrations. Provide technical leadership across engineering and product teams, define system interactions and integration patterns, guide modernization, evaluate technologies, reduce technical debt, and ensure reliable implementation. The role requires hands-on expertise in distributed systems, C#, .NET, Azure, REST APIs, SQL Server, microservices, and event-driven architectures.

Leads software engineering teams building, modernizing, operating, and scaling customer-facing web and mobile applications. Provides hands-on technical and architectural leadership, oversees production reliability and incident response, partners cross-functionally on digital experiences, and recruits and mentors engineers. The role drives platform modernization, delivery quality, observability, security, performance, and customer acquisition, engagement, retention, and self-service outcomes.

Designs, delivers, and improves leadership development programs for managers and executives. Responsibilities include leadership training, coaching, assessments, succession planning, high-potential talent development, talent reviews, and cross-functional program management. The role uses people analytics, engagement data, dashboards, and learning metrics to measure impact and inform decisions, while partnering with People Operations and business leaders to strengthen leadership capability and organizational effectiveness.

Leads regional B2B sales growth across veterinary hospital partnerships in the Great Lakes region. Responsibilities include coaching Territory Partners, driving enrollment and revenue performance, managing territory strategy, analyzing dashboards, building hospital relationships, and collaborating with marketing, operations, and training teams. The role is field-based with approximately 70% travel and requires strong sales leadership, partnership development, coaching, and performance management experience.

Leads regional veterinary-channel sales strategy, revenue growth, and B2B partnership expansion across the Great Lakes. Coaches Territory Partners, influences veterinary hospital staff, manages territory goals, analyzes performance data, and optimizes sales effectiveness. The role requires building strong hospital relationships, tracking engagement and sales metrics, coordinating with marketing and operations, and traveling approximately 70% throughout the region.

Leads the Data Engineering team, overseeing priorities, delivery, mentoring, and engineering standards. Manages scalable ETL/ELT pipelines, data integrations, streaming systems, data warehouses, and Azure-based platforms. Owns platform reliability, monitoring, incident response, capacity, cost optimization, compliance, release management, and continuous improvement. Partners with analytics, data science, and business stakeholders while guiding architecture, Agile execution, governance, security, and technical risk management.

Supports security operations and incident response through alert monitoring, threat investigation, threat intelligence, threat hunting, vulnerability prioritization, evidence preservation, automation, case management, and security reporting. The role investigates identity, endpoint, cloud, email, network, application, third-party, breach, and AI-related security events; coordinates remediation with asset owners; and participates in business-hour coverage and on-call escalation.

Leads end-to-end delivery of complex technology projects, managing scope, schedules, budgets, resources, risks, issues, dependencies, vendors, and stakeholder communication. Coordinates cross-functional business and technology teams, applies Agile and Waterfall methodologies, drives organizational change readiness, resolves blockers, and establishes project success metrics. The role requires strong communication, negotiation, analytical, and collaboration skills in a hybrid Seattle work environment.

Leads strategy, vision, roadmaps, and business ownership for member-facing mobile applications and web portals. Defines requirements, prioritizes features, leads UAT and launch readiness, and partners with technical product and engineering teams. Oversees digital experience alignment, analytics, user research, lifecycle engagement, and performance reporting. Manages a Digital Experience Manager and collaborates with Marketing, Legal, Compliance, Claims, and Creative teams to improve member engagement, retention, and self-service outcomes.

Leads member-led growth and lifecycle campaigns across referral, loyalty, and expansion programs. Owns campaign strategy, editorial calendars, experimentation, referral platform operations, cross-functional execution, analytics, and team development. The role drives subscriber acquisition, retention, conversion, customer lifetime value, and revenue growth through email, SMS, push, direct mail, paid social, and in-app channels.

Lead Trupanion’s digital acquisition strategy across paid media, SEO, email, and SMS to grow qualified traffic and member enrollment. Oversee channel strategy, audience segmentation, campaign execution, testing, optimization, media investment, agency relationships, and cross-functional partnerships. Manage and develop the acquisition team while using customer and performance data to guide growth decisions and improve acquisition efficiency.

Manage workforce identities, accounts, roles, entitlements, and access governance across enterprise applications. Support joiner, mover, and leaver processes, access reviews, RBAC, privileged access management, authentication troubleshooting, application onboarding, automation, and audit-ready documentation. The role administers Microsoft Entra ID and Active Directory, uses CyberArk and Lumos, investigates access issues, and collaborates with IT, security, HR, application owners, and business teams.

Develop and optimize acquisition-focused email and SMS campaigns that convert prospective pet owners into members. Own customer journeys, audience segmentation, copywriting, campaign execution, testing, deployment, and performance analysis. Partner with eCommerce teams, use customer and campaign data to identify opportunities, and continuously improve messaging, timing, sequencing, personalization, and conversion performance.

Leads operations, governance, security, integrations, upgrades, and continuous improvement for the Workday platform across HCM, Payroll, Finance, Adaptive, and Performance. Manages the Workday support team and vendor partners, ensures data integrity and SOX/ITGC compliance, oversees tenant administration and change management, and advises business units on scalable Workday solutions. The role also supports integrations, configuration, testing, documentation, and enterprise transformation initiatives.

Owns technology portfolio resource and capacity planning, forecasting, governance, financial tracking, executive dashboards, KPI reporting, and decision support. Partners with Technology and Finance leaders to identify risks, dependencies, staffing needs, and investment opportunities. The role also improves PMO processes, data quality, reporting automation, and PPM tools while supporting portfolio prioritization and investment planning.