[Remote] Principal Infrastructure Engineer (Microsoft Systems)

Note: The job is a remote job and is open to candidates in USA. Greenvelope.com is a product-focused company that creates environmentally friendly digital invitations for millions of users worldwide. They are seeking a Principal Infrastructure Engineer to own, modernize, and operate their Microsoft-based server infrastructure, focusing on system reliability, availability, and security.

Responsibilities
• Own the architecture, reliability, and security of our Microsoft server infrastructure
• Design, implement, and maintain high-availability systems, including redundancy, failover, and disaster recovery
• Lead modernization efforts for Windows Server environments and supporting systems
• Manage server patching, OS upgrades, lifecycle planning, and maintenance windows
• Own firewall configuration, network security, access controls, and system hardening
• Monitor system health, performance, and uptime; proactively address risks before they become incidents
• Serve as the primary escalation point for infrastructure-related production issues
• Own backup strategies, restore testing, and business continuity planning
• Partner with developers to support application hosting, deployments, and performance needs
• Automate operational tasks using scripting and tooling where appropriate
• Document architecture, runbooks, and operational best practices
• Continuously improve security posture, reliability, and operational maturity

Skills
• Deep experience administering and designing Microsoft Windows Server environments
• Proven ownership of production infrastructure with high availability and uptime expectations
• Strong understanding of networking fundamentals, firewalls, and security best practices
• Experience planning and executing system upgrades with minimal downtime
• Comfort being the 'last line of defense' during incidents
• Strong judgment, pragmatism, and a bias toward reliability
• Excellent communication skills with both technical and non-technical teammates
• Ability to work independently and set technical direction in a small team
• Microsoft Windows Server (architecture, administration, and modernization)
• Active Directory, Group Policy, DNS, DHCP
• High availability and disaster recovery concepts (clustering, failover, redundancy, backups)
• Firewall management, network segmentation, and access control
• Monitoring, alerting, and logging systems
• Microsoft SQL Server (operational awareness, backups, performance support)
• PowerShell or similar scripting for automation
• IIS and ASP.NET application hosting
• Git-based workflows and CI/CD awareness (supporting deployments)
• A four-year degree in Computer Science (or equivalent experience such as 8+ years in systems administration or infrastructure roles)
• Azure or hybrid cloud environments
• Security audits, incident response, or compliance-related work
• Email infrastructure and providers (SendGrid, Mailgun, SparkPost, or similar)
• Experience supporting small engineering teams with production systems
• Prior experience as a senior or principal-level individual contributor

Benefits
• Competitive salary based on experience and impact
• Comprehensive healthcare coverage (medical, dental, vision)
• 401(k) program with company match
• Fully remote work environment with flexibility and autonomy
• Generous paid time off and holidays
• Small, collaborative team with real influence on technical decisions
• No additional incentive compensation is offered

Company Overview
• Uniting beautiful design & streamlined event management tools // elegant, effortless, and eco-friendly digital missives for every occasion It was founded in 2008, and is headquartered in Seattle, Washington, USA, with a workforce of 11-50 employees. Its website is http://www.greenvelope.com.

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