Senior Microsoft 365 Cloud Engineer / Technical Lead

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POSITION INFO:
Microsoft 365 | Modern Workplace | Cloud Migrations | Azure Location:  Cape Town, Western Cape Salary:  R90,000 per month CTC Employment Type:  Permanent Recruitment Agency:  Chosen Head Hunting THE OPPORTUNITY Chosen Head Hunting is recruiting a highly skilled Senior Microsoft 365 Cloud Engineer \/ Technical Lead  for a leading, established IT solutions and professional services organisation in Cape Town. We are looking for an exceptional Microsoft 365 specialist with extensive hands-on experience in enterprise migrations, Modern Workplace solutions, Microsoft infrastructure and technical leadership. The successful candidate will be responsible for designing, implementing and delivering complex Microsoft 365 solutions, including tenant-to-tenant migrations, Exchange Online, hybrid environments, identity management and cloud transformation projects. Microsoft 365 expertise is the primary requirement. Azure experience is advantageous but secondary. This is a hands-on technical leadership position, not a purely managerial role. KEY RESPONSIBILITIES 1. Microsoft 365 & Modern Workplace — PRIMARY FOCUS Design, implement and manage enterprise Microsoft 365 environments. Lead complex Microsoft 365 migration projects. Execute tenant-to-tenant migrations. Manage Exchange Online and hybrid Exchange environments. Lead Google Workspace to Microsoft 365 migrations. Implement and manage Microsoft Teams, SharePoint Online and OneDrive. Configure Microsoft Entra ID and hybrid identity solutions. Deploy and manage Microsoft Intune and endpoint management solutions. Implement Microsoft 365 security, compliance and governance. Troubleshoot complex Microsoft 365 infrastructure and migration issues. Design and deliver secure, scalable Modern Workplace solutions. 2. Solution Architecture & Technical Leadership Architect Microsoft 365 and Modern Workplace solutions. Translate business requirements into practical technical designs. Lead enterprise migration and implementation projects. Provide technical guidance and mentorship to engineers. Take ownership of projects from initial assessment through to successful delivery. Develop technical documentation, architecture diagrams and implementation plans. Act as a senior technical escalation point. Ensure successful project delivery and customer satisfaction. 3. Microsoft Infrastructure & Hybrid Environments Manage Windows Server and Active Directory environments. Implement hybrid identity and directory synchronisation. Configure DNS, DHCP, Group Policy and networking components. Support Exchange Server and hybrid Exchange environments. Troubleshoot authentication, connectivity and infrastructure issues. Implement PowerShell scripting and automation. Support backup, disaster recovery and business continuity solutions. 4. Microsoft Azure — SECONDARY FOCUS Support Azure infrastructure and hybrid cloud environments. Manage Azure virtual machines, storage and networking. Assist with cloud migrations and infrastructure modernisation. Implement Azure identity, security and governance solutions. Support integration between Microsoft 365 and Azure services. 5. Customer Engagement & Consulting Engage directly with enterprise customers and senior IT stakeholders. Conduct technical discovery sessions and infrastructure assessments. Present Microsoft 365 solution designs and recommendations. Participate in technical workshops and pre-sales engagements. Act as a trusted technical adviser to customers. Build strong customer relationships through professional service delivery. ESSENTIAL TECHNICAL REQUIREMENTS Candidates must have strong, hands-on experience in: Microsoft 365 architecture, administration and implementation. Enterprise Microsoft 365 migrations. Tenant-to-tenant migrations. Exchange Online and hybrid Exchange. Google Workspace to Microsoft 365 migrations. Microsoft Entra ID and Active Directory. Microsoft Intune and endpoint management. Microsoft Teams, SharePoint Online and OneDrive. Microsoft 365 security, compliance and governance. Windows Server and hybrid infrastructure. PowerShell scripting and automation. Technical solution design and project delivery. Azure experience is beneficial, but deep Microsoft 365 expertise is essential. EXPERIENCE & QUALIFICATIONS Ideally 8–10+ years of IT infrastructure and engineering experience. Minimum 5 years of strong Microsoft 365 engineering experience. Proven experience delivering complex enterprise Microsoft 365 migrations. Demonstrated experience with tenant-to-tenant and hybrid Exchange migrations. Strong Microsoft infrastructure and Modern Workplace expertise. Experience working within an IT systems integrator, managed services provider or professional services environment. Ability to lead complex technical implementations. Strong customer-facing consulting experience. Excellent troubleshooting and problem-solving skills. Experience mentoring and guiding technical teams. PREFERRED MICROSOFT CERTIFICATIONS MS-102:  Microsoft 365 Administrator Expert. MD-102:  Endpoint Administrator Associate. SC-300:  Identity and Access Administrator Associate. MS-700:  Microsoft Teams Administrator Associate. AZ-104:  Azure Administrator Associate — advantageous. Additional Microsoft 365, security and Modern Workplace certifications will be beneficial. IDEAL CANDIDATE PROFILE We are particularly interested in candidates currently working as: Senior Microsoft 365 Engineers Microsoft 365 Solutions Architects Modern Workplace Architects Microsoft 365 Technical Leads Senior Microsoft Infrastructure Consultants Microsoft Cloud Solutions Architects Senior Exchange \/ Messaging Engineers Microsoft 365 Migration Specialists The ideal candidate will: Have extensive hands-on Microsoft 365 experience. Have successfully delivered complex enterprise migrations. Understand Exchange Online and hybrid Exchange environments. Have strong Microsoft Entra ID and Intune expertise. Be capable of designing and implementing Modern Workplace solutions. Remain technically hands-on while leading projects. Be comfortable engaging directly with enterprise customers. Demonstrate strong ownership of technical delivery. ADVANTAGEOUS EXPERIENCE Large-scale enterprise Microsoft 365 migrations. Cross-tenant migration projects. Microsoft Copilot readiness and deployment. Microsoft Defender and Purview. Microsoft 365 governance and compliance. Azure infrastructure and hybrid cloud solutions. Cloud automation and PowerShell. Pre-sales consulting and technical assessments. WHY CONSIDER THIS OPPORTUNITY? Join an established technology organisation delivering advanced Microsoft 365, Modern Workplace and cloud infrastructure solutions to enterprise customers. This opportunity offers: Exposure to complex enterprise Microsoft 365 projects. Technical ownership of migration and transformation initiatives. The opportunity to influence solution architecture and delivery. Collaboration with experienced technical teams. A combination of hands-on engineering and technical leadership. A competitive remuneration package of R90,000 CTC per month .