Director of Infrastructure, Cloud & DevOps

Job Description

Trupanion is seeking a strategic, execution-oriented Director of Infrastructure, Cloud & DevOps to lead the next phase of our cloud-first transformation while maintaining strong ownership of our hybrid infrastructure environment.

Qualifications

• 10+ years of progressive leadership experience across Infrastructure, Cloud, DevOps, Platform Engineering, or Site Reliability Engineering functions
• Proven experience leading enterprise cloud transformation, infrastructure modernization, and operational excellence initiatives within complex, highly available environments
• Strong Azure experience preferred; equivalent AWS or GCP leadership experience with demonstrated ability to operationalize cloud platforms at scale
• Experience building and leading high-performing technical organizations, including infrastructure, cloud, DevOps, platform engineering, or SRE teams
• Demonstrated success partnering with executive leadership to define technology strategy, investment priorities, and transformation roadmaps
• Bachelor's degree in Information Technology, Computer Science, Engineering, or equivalent experience

Skills

• Proven success building and scaling Infrastructure, Cloud, DevOps, Platform Engineering, or SRE organizations
• Strong leadership experience managing enterprise infrastructure environments, including cloud platforms, data centers, compute, storage, networking, and identity services
• Deep understanding of enterprise networking, including SD-WAN, routing, switching, firewalls, and hybrid connectivity architectures
• Expertise with Azure services, Kubernetes (AKS preferred), containerization, and cloud-native architecture patterns
• Strong experience implementing Infrastructure as Code (IaC), automation frameworks, CI/CD pipelines, and platform engineering capabilities
• Experience establishing observability, reliability engineering, incident management, and service resiliency programs
• Proven experience leading disaster recovery, business continuity, high availability, and enterprise resiliency strategies
• Strong understanding of cloud governance, security controls, compliance frameworks, identity management, and risk management practices
• Experience driving patch management, vulnerability remediation, infrastructure lifecycle management, and operational governance at scale
• Demonstrated success managing SOX controls, audit readiness, User Access Reviews (UAR), and regulated technology environments
• Experience with cloud cost optimization, FinOps practices, vendor management, budgeting, and capacity planning
• Excellent executive communication, stakeholder management, and cross-functional leadership skills

Compensation

• The base pay range for this position is $150,000 - $180,000, 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.