Senior Cloud Engineer (MCI Workshops & M365 Projects)

Chosen Online Pty Ltd; Cape Town; On-site; ZAR 700,000 - 1,000,000; Full time

Job summary

Chosen Online Pty Ltd is seeking a skilled individual to deliver Microsoft Cloud Immersion Workshops in Cape Town. This role includes executing migration projects for Microsoft 365 and Azure, ensuring seamless transitions for clients. Ideal candidates will have significant experience and a proven track record of managing complex projects while maintaining high quality.

The position requires excellent communication skills, the ability to work independently as well as part of a dynamic team, and a strong focus on customer satisfaction. Join a thriving workplace with opportunities for growth.

Qualifications

• Experience in a project role with Microsoft cloud solutions.
• In-depth knowledge of Microsoft 365 stack.
• Strong communication skills for various audiences.

Responsibilities

• Deliver Microsoft Cloud Immersion Workshops for customers.
• Lead and execute complex migration projects.
• Collaborate with sales for project scoping and execution.

Skills

Microsoft Cloud Solutions

Project Management

Communication Skills

Problem-solving

Analytical Skills

Job description

Join one of our favourite clients—a top-tier company consistently ranked among the best places to work in Cape Town! Dive into an exciting role planning and delivering Microsoft Cloud Immersion (MCI) Workshops to help customers understand, adopt, and maximise value from Microsoft 365 and Azure. Facilitate dynamic sessions, prepare cutting‑edge environments, and convert outcomes into actionable recommendations. You’ll also lead end‑to‑end Microsoft cloud projects, including mail migrations (tenant‑to‑tenant, hybrid Exchange, hosted Exchange, Google Workspace to Microsoft 365), Azure server migrations, and related initiatives—from requirements assessment and solution design to scoping, quoting, implementation, and management. This is your chance to bring deep technical expertise, strong communication, independent execution, and stakeholder collaboration to a thriving, innovative team.

Duties & Responsibilities

Primary Role – MCI Workshops

• Deliver Microsoft Cloud Immersion (MCI) Workshops, including Microsoft 365 AI, productivity, & security
• Modern work, endpoint management, and security scenarios
• Azure and identity‑focused immersion sessions
• Prepare workshop environments, demo tenants, and supporting materials
• Facilitate technical sessions, hands‑on labs, and customer discussions
• Translate workshop outcomes into clear technical recommendations and next steps
• Work closely with Account Managers to convert workshops into follow‑on projects

Secondary Responsibilities

• Assess and understand customer requirements and design Microsoft cloud solutions using the Microsoft 365 and Azure stack.
• Lead and execute complex migration projects, ensuring seamless transition and minimal disruption for customers.
• Provide guidance and technical expertise to customers and internal teams throughout the project lifecycle.
• Collaborate with sales teams to understand customer budgets, create accurate project scoping, and deliver competitive quotes.
• Serve as a technical advisor and point of contact for executive‑level stakeholders, communicating complex technical concepts in a clear and concise manner.
• Stay up to date with the latest Microsoft cloud technologies, features, and industry trends, leveraging this knowledge to drive innovation and continuous improvement.
• Manage multiple projects / pre‑sales concurrently, ensuring adherence to project milestones, deadlines, and budgets.
• Conduct technical assessments of customer environments, identify risks, and develop appropriate mitigation strategies.
• Create and maintain comprehensive project documentation, including design specifications, project plans, and post‑project evaluations.
• Drive customer satisfaction by delivering projects on time, within budget, and with a high level of quality.

Desired Experience & Qualification

Required Skills & Experience

• Must have experience in a project role, working with Microsoft cloud solutions, migrations, and implementations.
• In‑depth knowledge of Microsoft 365 stack.
• Proven track record of successfully delivering complex migration projects.
• Strong understanding of sales processes and licensing models related to the Microsoft cloud.
• Excellent communication skills, with the ability to effectively communicate with executives, stakeholders, and non‑technical team members.
• Demonstrated ability to work independently and lead projects, while also collaborating and coordinating with cross‑functional teams.
• Strong problem‑solving and analytical skills, with the ability to assess customer requirements, identify solutions and mitigate risks.
• High level of motivation, self‑direction, and the ability to handle conflicts and challenges with professionalism.
• Proven experience in managing project budgets, tracking profitability, and delivering projects within scope and on schedule.
• Proven experience in designing and scoping projects.
• Experience in setting up hybrid cloud environments.
• Proficiency in storytelling, white boarding and presentation.

Behavioural Characteristics and Competencies

• Highly motivated, disciplined, and ambitious.
• Wanting to innovate, create value‑add and deliver continual service improvement.
• Happy to work remotely as well as physically on site.
• Ability to work independently or as part of a team.
• Ability to perform well under pressure.
• Ability to learn quickly and mentor more junior colleagues.
• Strong customer service orientation and awareness of service level agreements.
• Able to be persuasive and assertive when needing to explain or defend a technical decision or approach without sacrificing professionalism.
• Attention to detail, highly organised and good prioritisation skills.
• A self‑starter used to working in a multi‑skilled team environment to meet challenging and time‑related targets and service measurements.

Recommended Microsoft Certifications

• Microsoft 365 Certified: Enterprise Administrator Expert
• Microsoft Certified: Azure Administrator Associate
• Microsoft 365 Certified: Teams Administrator Associate
• Microsoft Certified: Identity and Access Administrator Associate
• Microsoft Certified: Information Protection Administrator Associate
• Microsoft Security or Modern Work certifications
• MCSE will be advantageous.

During the interview process, candidates will undergo a comprehensive evaluation of their skills, including technical assessments and practical lab assessments.