Weekend Windows Systems Engineer Jobs in Philadelphia, PA

Requirement - Windows Systems Engineer

Location- Wayne, PA (Preferred) / Plano, TX / Charlotte, NC

Contract W2

Windows Engineer – Role Overview
This role is focused on strategic engineering, design, and lifecycle management within a large-scale Microsoft infrastructure environment. The team supports core Windows services across both on-prem and AWS-hosted infrastructure in a highly operationally mature enterprise environment. The role is intended for S2 or S3-level engineers, with flexibility depending on the strength of the candidate. The hiring manager emphasized the need for strong critical thinking, operational maturity, and the ability to navigate a large enterprise environment effectively.

Role Details

• Ownership and engineering support of Windows infrastructure, including:
  • Active Directory
  • Windows Server 2016, 2019, and 2022
  • DFS
  • FTP
  • MECM/SCCM ecosystem
  • SQL Server infrastructure support at the instance level (not database administration)
• Responsible for lifecycle management, vulnerability remediation, patching, upgrades, and future-state planning for supported technologies
• Environment is hybrid, with Windows infrastructure running both on-prem and within AWS private cloud
• AWS usage is infrastructure-focused rather than cloud-native/microservices-focused
• Team utilizes EC2-based deployments and expects candidates to understand AWS infrastructure fundamentals tied to Windows systems
• Heavy emphasis on PowerShell automation and Infrastructure as Code
• Strong anti-“click ops” mentality; preference for engineers who automate operational work wherever possible
• Role is primarily strategic engineering rather than operational support
• Tier 2 organization handles day-to-day break/fix and incident response
• Engineer will focus on:
  • Design
  • Build
  • Delivery
  • Roadmapping
  • Platform evolution
• Small team environment where engineers still maintain ownership areas while collaborating closely
• Active Directory expertise is considered a critical need due to current concentration of knowledge

Skills & Experience

• Strong Active Directory engineering experience required
• Deep Windows infrastructure engineering background
• PowerShell scripting and automation expertise expected
• Experience with Infrastructure as Code and pipeline-driven deployment approaches
• Understanding of AWS EC2 infrastructure and hybrid enterprise environments
• Ability to contribute to architecture and roadmap discussions
• Experience mentoring or supporting junior engineers preferred
• Enterprise-scale operational experience strongly preferred
• Candidates should demonstrate:
  • Strong critical thinking
  • Ability to multitask across multiple initiatives
  • Comfort operating within large enterprise processes and dependencies
  • Strong interpersonal/team fit

Environment & Context

• Highly operationally mature enterprise environment
• Teams are long-tenured with strong internal culture and collaboration
• Strong emphasis on culture fit and professionalism
• Team values individuals who can integrate well and contribute long term
• Engineering organization is separate from operational firefighting responsibilities except during major escalations

Main Need

• Senior-level Windows infrastructure engineer capable of strategic platform engineering, automation, and roadmap ownership within a hybrid enterprise environment
• Need someone who combines deep technical knowledge with strong operational maturity and enterprise navigation skills

Job Description

We are seeking a Platform Engineer to design, build, and operate shared cloud platforms that enable engineering teams to deliver software safely, reliably, and at scale. This role focuses on designing, implementing, and supporting Microsoft server environments and platforms to meet business needs, while identifying improvements and resolving performance issues; it emphasizes collaboration with cross-functional teams and participation in special projects .  The ideal candidate brings practical experience with Windows servers, virtualization, multi-cloud environments, infrastructure-as-code concepts, Microsoft Active Directory, security best practices, and automation tools such as PowerShell or Terraform, supported by strong troubleshooting skills.

Core Responsibilities

• Designs, implements, and deploys platforms to support and meet business needs. Identifies, recommends, and implements opportunities for improvement and performance issue solutions.
• Design and delivers cloud infrastructure via infrastructure as code, and pipeline automation to build, and support scalable platforms using modern cloud technologies.
• Develops technical standards. Tests and evaluates technologies vendor products. Recommends vendor selections and new technologies.
• Deploy, configure, and support Microsoft server environments and core services
• Support global server environment, including configuration, performance troubleshooting, and escalated issues.
• Participate in improving repeatability, reliability, and documentation of deployment processes.
• Work closely with senior engineers, architects, and cross‑functional teams (networking, security, endpoint, service desk).
• Participates in special projects and performs other duties as assigned.

Qualifications

• Minimum of 5+ years related work experience.
• Undergraduate degree in a related field or the equivalent combination of training and experience.
• 5+ years of experience supporting Windows server and Virtualization Platforms required.
• Hands‑on experience with Windows server, virtualized environments and multi-cloud hosting providers.
• Working knowledge of IAC fundamentals.
• Experience supporting Microsoft Active Directory,  and/or Group Policy preferred.
• Familiarity with industry security principles and practices
• Basic experience with automation tools (PowerShell, Terraform, or similar) required.
• Strong troubleshooting and operational support skills required.