System Administrator

Systems Administrator II

Compensation

$90,000 - $110,000 annually

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

Employment Type

Contract-to-Hire

Location

Greater Milwaukee Area

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 Opportunit

yOur 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 growt

h.
Position Overv

iewThe 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 environme

nt.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 initiativ

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

es.Key Responsibilit

• iesAdminister and govern Microsoft 365 technolog
• iesManage Entra ID and identity lifecycle proces
• sesSupport Conditional Access policies and security contr
• olsAdminister Intune and endpoint management platfo
• rmsManage Exchange Online, Teams, SharePoint, and OneDr
• iveSupport Microsoft Defender and security initiati
• vesAssist with compliance, governance, and audit readiness activit
• iesMonitor and improve Secure Score and security post
• ureParticipate in Change Management and CAB proces
• sesSupport cloud infrastructure administration (IaaS/Pa
• aS)Lead infrastructure modernization initiati
• vesAssess and improve networking environme
• ntsCreate and maintain technical documentation, SOPs, and standa
• rdsServe as a Tier III escalation resou
• rceProvide technical recommendations and strategic guida
• nceSupport operational, security, and infrastructure improvement proje

cts
Required Qualificat

• ions5-7+ years of Systems Administration experi
• enceMicrosoft 365 administration experi
• enceEntra ID / Azure AD administra
• tionConditional Access administra
• tionExchange Online administra
• tionTeams administra
• tionSharePoint administra
• tionOneDrive administra
• tionIntune administra
• tionMicrosoft Defender experi
• enceCloud infrastructure administration (IaaS/P
• aaS)Identity and Access Management experi
• enceSecurity and compliance experi
• enceEndpoint management experi
• enceChange Management experi
• enceExperience creating documentation, SOPs, and operational stand
• ardsStrong troubleshooting and root cause analysis sk
• illsExperience supporting governance and process improvement initiat
• ivesAbility to work independently and manage competing priori
• tiesStrong communication and stakeholder management sk

ills
Preferred Qualifica

• tionsHealthcare or regulated-industry exper
• ienceExperience supporting compliance-driven environ
• mentsMicrosoft Defender E5 exper
• ienceMicrosoft Purview exper
• iencePowerShell scripting and autom
• ationAPI integration exper
• ienceSecure Score remediation exper
• ienceCIS assessment exper
• ienceNetwork administration exper
• ienceUbiquiti or Cisco exper
• ienceUCaaS / telecom migration exper
• ienceMulti-site support exper
• ienceInfrastructure modernization exper
• ienceCloud transformation project exper
• ienceAudit preparation and compliance support exper

ience
Preferred Education & Certific

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

riencePreferred certifications in

• clude:Microsoft Enterprise Administrator
• ExpertMicrosoft Security Adminis
• trator
• MD-102Microsoft 365 Certific
• ationsCompTIA Sec
• urity+Other Microsoft Cloud certific