The Microsoft Platform Engineer serves as the technical SME and solution owner for our Microsoft 365 E5 and endpoint management ecosystem.
Compensation
The base salary range for this position is $145,000 - $155,000 on a full-time schedule. Along with base compensation, Trupanion employees are currently eligible for monthly bonuses. In addition to base compensation, Trupanion wants 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.
Responsibilities
Own the design, implementation, optimization, administer, and operational maturity of Microsoft 365 Apps (Exchange, Teams, Defender, Purview, Insights etc.), Intune, SCCM, application catalog services, endpoint compliance, and cloud patch management.
Engineer, administer, and optimize Microsoft Intune and Microsoft Configuration Manager/SCCM environments.
Lead endpoint management modernization efforts, including migration from traditional SCCM-heavy models to cloud-first or co-managed endpoint strategies.
Design and manage device compliance policies, configuration profiles, security baselines, and conditional access integrations.
Package, test, deploy, and maintain business applications through Intune, SCCM, Company Portal, and other approved distribution mechanisms.
Requirements
Nice to have: Microsoft 365 Certified: Endpoint Administrator Associate
Senior Windows Systems & Active Directory Administrator responsible for administering, securing, and optimizing enterprise Windows Server and Active Directory environments while leading a team of infrastructure professionals.
Compensation
Rate: $60–$65/hour
Conversion Salary: $135,000 base + 10% bonus
Responsibilities
Administer, secure, and maintain enterprise-level Windows Server and Active Directory infrastructure.
Manage core Active Directory services including Domain Controllers, Group Policy, DNS, DHCP, PKI, replication, authentication services, and directory components.
Design, implement, and maintain Group Policy Objects to support security, configuration management, and operational consistency.
Monitor and optimize the performance, availability, and reliability of Windows Server and Active Directory environments.
Troubleshoot complex system, authentication, replication, and directory-related issues across enterprise infrastructure.
Requirements
Nice to have: Leading teams of 10+ infrastructure professionals
Lead IT Support Specialist providing high-touch, white‑glove technical support to executive leadership and serving as a senior escalation point for complex issues.
Compensation
We offer competitive salaries, a meaningful bonus program, and excellent benefits, including healthcare insurance, as well as pension/retirement matching, comprehensive life insurance, an employee assistance program, time off plans, and paid company holidays.
Responsibilities
Perform daily system monitoring, verifying the integrity and availability of hardware, server resources, systems, and key processes; review system and application logs to ensure operational stability.
Provide OS, application, hardware, VoIP, and collaboration support for on‑site and remote users, serving as a senior escalation point for complex issues.
Deliver high‑touch, white‑glove technical support to executive leadership, including proactive troubleshooting, confidentiality, and rapid response.
Provide advanced audio/video conferencing and meeting room support, ensuring seamless executive meetings, presentations, and hybrid collaboration sessions.
Perform desktop/laptop hardware upgrades and manage hardware and software inventory lifecycle processes.
Requirements
Bachelor's degree in Computer Science or related field
Nice to have: A+
Nice to have: Network+
Nice to have: Server+
Nice to have: MCP
Skills
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