
Senior Microsoft 365 & IT Systems Administrator (Long-Term, Native English Required)
FreelanceJobsJob Description
We are a 50-employee company that recently migrated from Google Workspace to Microsoft 365.
The migration is complete, but our Microsoft 365 environment requires a full audit, restructuring, and proper policy setup.
We are looking for a senior-level Microsoft 365 & Systems Administrator to:
Review our current configuration
Identify structural and policy issues
Propose and implement best-practice governance
Establish scalable policies for long-term growth
Provide ongoing structured IT support
This is a long-term collaboration reporting directly to the IT OPS & AI Director.
Communication quality is critical. Native English fluency is mandatory.
Current Challenges (Examples):
Microsoft 365 / Teams
Teams meeting recordings not starting automatically
Recordings not easily shareable across the organization
External communication restrictions
Calendar visibility policies (we want organization-wide visibility of busy/free without details)
Permissions & governance inconsistencies
External sharing configuration clarity
Storage / Migration
We currently have:
~12TB of data in Google Shared Drives
Need to migrate to:
Microsoft (SharePoint / OneDrive / Teams), OR
A third-party storage solution that integrates seamlessly with Microsoft 365 but at same or lower cost than Google Drive (Google Workspace Business Standard 2TB/user)
We are aware of Microsoft's 1TB per-user limitation and need an expert to design the correct architecture (SharePoint libraries, pooled storage, etc.).
We do NOT want improvised solutions — we want a properly architected system.
Scope of Work (Phase 1 – Strategic Setup)
You will:
Audit the full Microsoft 365 tenant
Review:
Exchange Online
Teams
SharePoint
OneDrive
Azure AD / Entra ID
Security & Compliance
Document current configuration
Identify gaps and risks
Propose structured governance policies
Implement approved changes
Standardize:
Teams meeting policies
Recording access rules
External communication rules
Sharing policies
Retention & compliance rules
Calendar visibility rules
Design a storage architecture for 12TB migration
Create documentation for future scalability
This phase will likely require full-time engagement initially.
Phase 2 – Ongoing Support (Long-Term)
After the restructuring phase, this becomes:
Structured part-time engagement (approx. 4 hrs/day when needed)
On-demand availability for IT operations
Responsibilities include:
Microsoft 365 administration
License management
Asana administration (light support)
VMware host + Windows VMs management
VPN account management (Fortigate 60F)
General infrastructure troubleshooting
User provisioning/deprovisioning
Policy enforcement & documentation
Supporting tool integrations
Technical Environment
Microsoft 365 Business / Enterprise
Slack (primary communication)
Microsoft Teams (partially used)
Asana
VMware
Windows Server VMs
many other light tools
Fortigate 60F firewall
Hybrid environment (local office + cloud)
Mandatory Requirements
Native English speaker
Proven Microsoft 365 architecture experience (not basic admin level)
Deep understanding of:
SharePoint architecture
Teams governance
Exchange policies
Entra ID / Azure AD
Security & compliance configuration
Experience with large Google Drive → M365 migrations
Strong documentation skills
Ability to explain technical decisions clearly
Willing to sign NDA
Important
Agencies are allowed only if a real senior engineer will be assigned and personally submit the proposal.
We will not consider generic or AI-generated applications.
Your proposal must:
Identify at least 2 risks you see in our current setup based on this description.
Explain how you would structure 12TB inside Microsoft 365.
Describe how you would handle Teams recording governance.
Applications that do not address these specifically will not be reviewed.
Engagement Model
Initial intensive phase (full days expected)
Long-term collaboration (structured / on-demand)
Estimated commitment: 4 hrs/day ongoing
Can scale up when needed
Reporting Structure
You will report directly to:
IT OPS & AI Director
Work style:
Structured
Process-driven
Documentation-based
Strategic thinking required
Experience Level
Expert
Contract duration of more than 6 months. with 40 hours per week.
Mandatory skills:
Office 365, Windows Server, Microsoft Windows, System Administration, Security Management, Microsoft Azure, Microsoft Exchange Server, Google Cloud Platform, VMware vSphere, Server Virtualization
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