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System Administrator

Job in Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listing for: Medasource
Full Time position
Listed on 2026-07-07
Job specializations:
  • IT/Tech
    Systems Administrator, Cybersecurity, Cloud Computing: Infrastructure & Operations
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below

Employment Type

Contract-to-Hire

Location

Primarily onsite during the initial phases of the role, with potential flexibility as the environment matures.

Schedule

Standard business hours

Occasional after-hours support may be required for infrastructure changes, upgrades, maintenance windows, or critical incidents.

Start Date

ASAP

About the Opportunity

Flexibility available for highly qualified candidates with strong cloud infrastructure and modernization experience.

Our client is building and modernizing their internal IT organization as part of a large-scale technology transformation initiative. This role offers the opportunity to join a growing team responsible for shaping the future of infrastructure, security, cloud operations, and technology governance.

The organization operates a multi-site environment and is actively investing in Microsoft cloud technologies, security enhancements, networking modernization, and operational maturity. This is an ideal opportunity for someone who enjoys building, improving, and standardizing technology environments rather than simply maintaining them.

The environment is highly collaborative, fast-paced, and evolving. Team members will have the opportunity to influence technology strategy, establish best practices, and help create scalable infrastructure solutions that support long-term organizational growth.

Position Overview

The Systems Administrator II serves as a senior technical resource responsible for the administration, governance, security, and modernization of a Microsoft 365 ecosystem and cloud-first infrastructure environment. This is not a traditional maintenance-focused Systems Administrator role. The ideal candidate will be a builder who can assess current-state environments, identify risks and opportunities, establish standards, create documentation, and help drive infrastructure modernization initiatives.

This individual will partner closely with leadership and technical teams to improve security posture, strengthen governance, modernize infrastructure, and implement scalable operational processes.

Key Responsibilities
  • ies Administer and govern Microsoft 365 technolog
  • ies Manage Entra  identity lifecycle proces
  • ses Support Conditional Access policies and security contr
  • ols Administer Intune and endpoint management platfo
  • rms Manage Exchange Online, Teams, SharePoint, and One Dr
  • ive Support Microsoft Defender and security initiati
  • ves Assist with compliance, governance, and audit readiness activit
  • ies Monitor and improve Secure Score and security post
  • ure Participate in Change Management and CAB proces
  • ses Support cloud infrastructure administration (IaaS/Pa
  • aS)
    Lead infrastructure modernization initiati
  • ves Assess and improve networking environme
  • nts Create and maintain technical documentation, SOPs, and standa
  • rds Serve as a Tier III escalation resou
  • rce Provide technical recommendations and strategic guia
  • nce Support operational, security, and infrastructure improvement proje
Required Qualifications
  • ions5-7+ years of Systems Administration experi
  • tion Conditional Access administra
  • tion Exchange Online administra
  • tion Teams administra
  • tion

    SharePoint administra
  • tion

    OneDrive administra
  • ence Cloud infrastructure administration (IaaS/P
  • aaS)
    Identity and Access Management experi
  • ence Security and compliance experi
  • ence Endpoint management experi
  • ence Experience creating documentation, SOPs, and operational stand
  • ards Strong troubleshooting and root cause analysis sk
  • ills Experience supporting governance and process improvement initiat
  • ives Ability to work independently and manage competing priori
  • ties Strong communication and stakeholder management sk
Preferred Qualifications
  • tions

    Healthcare or regulated-industry exper
  • ience

    Microsoft Purview exper
  • ience

    Power

    Shell scripting and autom
  • ience

    Secure Score remediation exper
  • ience

    Ubiquiti or Cisco exper
  • ience

    Cloud transformation project exper
  • ience

    Audit preparation and compliance support exper
Preferred Education & Certification
  • ations

    Associate's or Bachelor's degree in Information Technology or a related field, or equivalent professional expe

Preferred certifications in

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