Senior Microsoft 365 Cloud Administrator

Microsoft 365 Cloud Administrator with 10+ years of hands-on experience supporting, troubleshooting, and migrating enterprise M365 environments. Proven expertise in executing complex tenant-to-tenant migrations for Exchange Online, SharePoint, OneDrive, and Teams across diverse organizational environments using BitTitan MigrationWiz and other migration tools. Currently managing multiple corporate acquisition migrations integrating newly acquired organizations into primary M365 tenants.

Skilled in Level III escalation support, migration tool evaluation, and delivering exceptional customer service while meeting strict SLA requirements. Deep technical knowledge of Microsoft 365 administration including Exchange Online, SharePoint Online, Teams, Conditional Access, MFA, SSO, and Azure AD (Entra ID). Experienced managing multi-tenant environments as part of MSP operations and providing strategic guidance on M365 best practices.

CERTIFICATION

• Microsoft Certified: Azure Administrator Associate (AZ-104)
• In Progress: Microsoft 365 Administrator (MS-102) Azure Solutions Architect (AZ-305)

CORE TECHNICAL COMPETENCIES

• 365 Migration Expertise
• Tenant-to-Tenant Migrations, BitTitan MigrationWiz, Exchange Online Migrations, SharePoint Migrations, OneDrive Migrations, Teams
• Migrations, Google Workspace to M365, Hybrid Exchange Migrations, Migration Planning & Execution, M&A Integration Migrations
• M365 Administration & Support
• Exchange Online, SharePoint Online, OneDrive for Business, Microsoft Teams, Entra ID (Azure AD), Multi-factor Authentication (MFA),
• Single Sign-On (SSO), Conditional Access Policies
• Migration Tools & Technologies
• BitTitan MigrationWiz, Microsoft Tenant-to-Tenant Migration Tools, SharePoint Migration Tool, Native M365 Migration Features, PowerShell Migration Scripts, Migration Tool Evaluation
• Domain & Infrastructure Management
• Domain Registration & Transfer, DNS Configuration, MX Records, Accepted Domains, Email Security Integration (Mimecast), Domain
• Validation
• Troubleshooting & Support
• Level III Escalation Support, ServiceNow Ticketing Systems, Mail Flow Troubleshooting, Message Trace & Diagnostics, Performance
• Optimization, SLA Management

PROFESSIONAL EXPERIENCE

MSP (2019-Present)
Systems Engineer  

Tenant-to-Tenant Migrations & Acquisition Integration:

• Currently managing multiple corporate acquisition migrations, integrating newly acquired companies into primary M365 tenant, including tenant-to-tenant mailbox and OneDrive migrations, domain management, and organizational structure consolidation
• Successfully completed tenant-to-tenant migration using BitTitan MigrationWiz for acquired company, migrating 100+ mailboxes and OneDrive accounts to main corporate tenant with zero data loss
• Evaluated multiple migration tools and approaches including BitTitan MigrationWiz and Microsoft’s native tenant-to-tenant
• migration tool, assessing staged migration, cutover migration, and coexistence scenarios to determine optimal strategy for business continuity
• Managed complete domain lifecycle for acquisitions including transferring domains between registrars, adding as accepted domains in M365 tenant, configuring MX records and DNS settings, and integrating domains with Mimecast email security platform
• Mapped and migrated organizational assets including security groups, distribution lists, mailbox permissions, sharing permissions, and organizational hierarchies from acquired tenant to primary tenant
• Performed comprehensive discovery and assessment for migration planning including mailbox inventory, storage analysis, OneDrive usage, permissions mapping, and migration wave planning
• Executed staged migrations coordinating with business stakeholders to minimize disruption while ensuring seamless user transition
• Configured post-migration mail flow, validated user access, and provided user training on accessing resources in consolidated tenant

Multi-Tenant M365 Migrations & Administration:

• Execute comprehensive tenant migrations across multiple client organizations including Exchange Online, SharePoint, OneDrive, and Teams migrations serving 1,000+ users across diverse industries
• Lead end-to-end migrations from on-premises Exchange 2010 to Exchange Online, including mailbox transfers, mail flow configuration, and user cutover coordination
• Successfully migrated 500+ user organization from Exchange 2010 through Exchange 2016 to Exchange Online with hybrid configuration
• Execute Google Workspace to Microsoft 365 migrations including Gmail to Exchange Online, Google Drive to OneDrive/SharePoint, and Google Calendar migrations
• Migrate on-premises Windows file shares to SharePoint Online and Teams, preserving permissions and folder structures
• Migrate user profile folders and personal data to OneDrive for Business across multiple client environments
• Configure and validate post-migration mail flow, ensuring seamless transition with minimal user disruption

Exchange Online Administration & Troubleshooting:

• Administer Exchange Online across multiple client tenants handling mailbox provisioning, distribution groups, shared mailboxes, and transport rules
• Troubleshoot complex Exchange Online issues including mail flow problems, delivery failures, and NDR analysis using message trace
• Configure and maintain hybrid Exchange environments managing coexistence between on-premises and cloud mailboxes
• Implement email retention policies, litigation holds, and archive mailboxes for compliance requirements
• Monitor Exchange Online service health and proactively address performance issues

SharePoint, OneDrive & Teams Support:

• Support SharePoint Online including site provisioning, permissions management, library configurations, and site collection administration
• Troubleshoot OneDrive for Business sync issues, storage problems, and sharing configurations
• Administer Microsoft Teams including team creation, channel management, guest access, and integration with SharePoint
• Configure Teams migration strategies and execute content transfers from legacy collaboration platforms
• Resolve user access issues and permission problems across SharePoint, OneDrive, and Teams

Identity Management & Security:

• Configure and troubleshoot Azure AD (Entra ID) including user provisioning, group management, and hybrid identity with Azure AD Connect
• Implement Multi-factor Authentication (MFA) policies and Conditional Access rules for secure access control
• Configure Single Sign-On (SSO) integrations with enterprise applications using SAML and OAuth protocols
• Manage Entra ID B2B guest access and external collaboration settings
• Troubleshoot authentication issues and directory synchronization problems

Level III Support & Customer Service:

• Provide Level III escalation support for complex M365 issues that Level I/II support cannot resolve
• Respond to and resolve tickets within defined SLA timeframes ensuring customer satisfaction
• Document troubleshooting steps, resolution procedures, and knowledge base articles for support teams
• Create standard operating procedures and checklists for common migration and support tasks
• Train and mentor helpdesk team on M365 troubleshooting techniques and best practices
• Maintain excellent customer service delivering clear communication to clients of varying technical knowledge

Azure & Advanced M365 Integration:

• Work with Azure services including Azure AD, Azure AD Application Proxy, and Azure-based solutions
• Configure Azure OpenAI Services and Azure Machine Learning environments for organizational AI initiatives
• Implement Microsoft Intune for endpoint management with automated application deployment
• Develop PowerShell scripts for automation of user provisioning, mailbox management, and reporting across tenants
• Deploy Microsoft Defender for Office 365 and configure security policies for threat protection

Documentation & Process Improvement:

• Create comprehensive migration runbooks and pre/post-migration checklists ensuring consistent execution
• Document system configurations, troubleshooting procedures, and operational standards
• Identify process gaps and implement improvements to enhance service delivery
• Maintain detailed records of migration activities, issues encountered, and resolutions

Hybrid Infrastructure & Active Directory Management:

• Manage and maintain hybrid Active Directory environments across multiple client deployments
• Configure and troubleshooting Azure AD Connect for directory synchronization, password hash sync, and single sign-on
• Manage on-premises Windows Server infrastructure including domain controllers, file servers, and application servers
• Deploy and configure new storage and computer systems as part of hardware refresh cycles

Infrastructure & Backup Management:

• Deploy Acronis backup for Microsoft 365 ensuring comprehensive data protection for Exchange Online, SharePoint, and Teams
• Evaluate and implement endpoint backup solutions for client data protection
• Manage and monitor on-premises compute and storage infrastructure for hybrid client environments

Technology Adoption & Continuous Learning:

• Rapidly learned and successfully deployed multiple new security and management platforms including SentinelOne EDR, Datto
• RMM, NinjaOne RMM, Acronis endpoint backup, and Veeam Backup & Replication

Airlines (2016-2019)
Senior Systems Administrator  

Enterprise M365 & Exchange Migration (18,000+ Users):

• Executed large-scale migration of 9,000+ mailboxes from on-premises Exchange 2010 to Exchange Online
• Designed and implemented hybrid Exchange infrastructure supporting 18,000+ mailboxes across on-premises and cloud
• Performed discovery and assessment for enterprise-scale migration including mailbox inventory, storage analysis, and migration wave planning
• Configured directory synchronization using Azure AD Connect for 18,000+ user accounts
• Managed complex mail routing between on-premises Exchange 2016 and Exchange Online during coexistence period
• Coordinated with Microsoft Premier Support for migration planning and troubleshooting

SharePoint Migration & Administration:

• Led migration of 10TB of data from SharePoint 2010 to SharePoint 2016 on-premises infrastructure
• Managed SharePoint environment with 6 servers across two datacenters serving 18,000+ users
• Administered daily SharePoint operations including site provisioning, permissions, and document library management
• Troubleshot SharePoint performance issues and optimized farm configurations

Senior Escalation Engineer:

• Served as Level III escalation point for Exchange, SharePoint, and M365 issues affecting 18,000+ users
• Resolved complex technical issues that helpdesk and Level II support could not address
• Worked directly with Microsoft Premier Support for critical escalations
• Created escalation procedures and troubleshooting guides for support teams
• Full-Stack Developer Ethiopian Airlines, Addis Abeba, Ethiopia 2013 – 2016 ,
• Developed Outlook add-in using .NET C# for external contact management and address book administration
• Created custom applications integrating with Exchange infrastructure for automated notifications and workflow processing
• Built SMS-based notification system integrated with email infrastructure for crew schedule communications
• Provided technical support for email-dependent business applications and third-party integrations

IT Company (2011-2012)
Full-Stack Developer  

• Developed Outlook add-in using .NET C# for integration with Exchange infrastructure
• Created custom applications supporting email and collaboration workflows
• Provided technical support for M365-dependent business applications

EDUCATION

• Bachelor of Science in Computer Science
• Relevant Training: Microsoft Identity and Access Administrator

TECHNICAL ENVIRONMENT

• M365 Services: Exchange Online, SharePoint Online, OneDrive for Business, Microsoft Teams, Entra ID (Azure AD), Microsoft 365 Admin
• Center
• Migration Tools: BitTitan MigrationWiz, Microsoft Tenant-to-Tenant Migration Tools, SharePoint Migration Tool, PowerShell Migration
• Scripts
• Migration Types: Tenant-to-Tenant Migrations, M&A Integration Migrations, Exchange Migrations, SharePoint Migrations, OneDrive
• Migrations, Teams Migrations, Google Workspace Migrations, Hybrid-to-Cloud Migrations
• Domain & Email Security: Domain Registration Management, DNS Configuration, MX Records, Mimecast Email Security, Domain Transfer & Validation
• Identity & Security: Azure AD (Entra ID), Azure AD Connect, MFA, SSO, Conditional Access, B2B Collaboration, Security Groups, Permissions Management
• Tools & Platforms: ServiceNow, PowerShell, Microsoft Graph API, Migration Assessment Tools, Message Trace, Service Health Monitoring
• Infrastructure: Hybrid Exchange, Hybrid Azure AD, On-Premises Active Directory, Windows Server, Azure Services
• Support: Level III Escalation, SLA Management, Ticketing Systems, Documentation, Knowledge Base Development