Trupanion
Trupanion
Trupanion is a pet insurance company focused on helping dogs and cats access comprehensive veterinary care. Founded in 2000, it offers coverage designed to support pets throughout their lives, including protection for hereditary conditions, allergies, and advanced dental treatment. Its VetDirect Pay™ system enables real-time payment to participating veterinary providers, while 24/7 customer service supports pet owners throughout the insurance experience.

Solutions and Platform Architect – Microsoft Identity and Security

Lead Microsoft identity, endpoint, and Zero Trust architecture for Trupanion, a North American pet medical insurance provider. Secure and modernize the company’s Microsoft platforms.

Description

  • Act as the technical authority for Microsoft identity, security, endpoint management, and Zero Trust architecture
  • Direct the design, engineering, deployment, and operational maturity of Microsoft Entra ID, Identity Governance, policies, Intune, Windows Autopilot, Defender, Global Secure Access, and Microsoft 365 security and E5 capabilities
  • Reduce Active Directory dependencies and advance Entra-first identity architecture initiatives
  • Design and implement Microsoft Entra Cloud Sync, leading Entra Connect migrations where appropriate
  • Evaluate and reduce authentication dependencies while planning ADFS retirement
  • Establish governance for identity sources of authority and authentication lifecycles
  • Lead passwordless authentication strategy across Microsoft Authenticator, passkeys, Windows Hello for Business, and Cloud Kerberos Trust
  • Drive Intune transformation, cloud-first endpoint management, GPO-to-Intune migration, CIS benchmark controls, and Windows deployment modernization
  • Lead transitions from hybrid Active Directory to Entra Join and modernize Autopilot
  • Evaluate and architect Microsoft Global Secure Access, Entra Private Access, and Entra Internet Access
  • Create Zscaler coexistence and migration strategies, run proof-of-concept testing, and define migration roadmaps and operational support models
  • Evaluate and implement Entra Identity Governance, Joiner-Mover-Leaver workflows, access certification, HR system integrations, and role-based access governance
  • Develop PowerShell automation with Microsoft Graph APIs for provisioning and reporting
  • Build self-service capabilities and lower operational overhead through engineering practices
  • Collaborate with Technology Operations, Information Security, Infrastructure, Compliance, Service Desk, and business stakeholders on Trupanion’s Microsoft platform roadmap

Requirements

  • At least 8 years of experience in Microsoft infrastructure engineering
  • At least 5 years of experience in Microsoft identity engineering
  • At least 5 years of experience administering and architecting Microsoft 365
  • At least 5 years of experience in Intune and endpoint engineering
  • At least 3 years of experience developing software, tools, or automation
  • Experience leading enterprise transformation programs
  • Experience designing Zero Trust architectures
  • Experience working in regulated or compliance-driven environments
  • Advanced expertise in Microsoft Entra ID, Conditional Access, identity governance, PIM, Cloud Sync, Entra Connect, ADFS, SSO, MFA, and authentication flows
  • Advanced expertise in Microsoft Intune, SCCM, Autopilot, Entra Join, hybrid join, Windows Update for Business, CIS benchmarks, and GPO migration
  • Advanced expertise in Global Secure Access, Entra Private Access, Entra Internet Access, and Private Application Access
  • Proficiency with PowerShell, Microsoft Graph, REST APIs, and Azure Automation
  • Ability to work independently, provide mentorship, collaborate across functions, and communicate with technical and non-technical audiences
  • Must be authorized to work for any employer in the United States; employment visa sponsorship is unavailable

Benefits

  • Monthly bonus opportunities
  • Restricted stock units for all new team members, vesting over four years
  • Medical, dental, and vision coverage provided at no cost to employees
  • Four weeks of paid time off
  • Nine paid floating holidays
  • Five-week sabbatical after five years of employment
  • Free medical insurance for one dog or cat
  • Paid volunteer time for nonprofit organizations
  • Free on-site gym
  • Free dog-walking services for office pets during business hours
  • Free parking
  • Paid ORCA cards
  • Open, casual, pet-friendly, and fun office environment

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