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Career Roadmap

Second-line support → cloud & security architecture

The plan I'm working against: progress from second-line IT support into senior cloud, modern workplace, security and architecture roles by 2030–2031.

Work History

Where I've been

Professional experience to date.

2019–21
1st Line Support Technician
Provided IT support within an MSP environment, supporting small businesses and NHS GP surgeries while building a strong foundation in troubleshooting, customer service, and Microsoft technologies.
2021–24
Service Desk Technician
Transitioned into enterprise IT, supporting hybrid Azure AD environments and expanding knowledge of Microsoft 365, identity management, and corporate service desk operations.
2024–26
Second Line Engineer
Developed deeper technical expertise, focusing on Microsoft Intune, endpoint management, device deployment, and advanced troubleshooting across enterprise environments.
Role Ladder

Where this is heading

2026
Second Line Support Engineer
Current Stage — endpoint management, Intune, Windows Autopilot, Entra ID fundamentals, and operational depth.
2027
Senior Endpoint / Microsoft 365 Engineer
Cloud depth — Azure administration, identity, access, governance and production responsibility.
2028
Senior Cloud / Modern Workplace Engineer
Specialisation — cloud security, Microsoft 365 breadth and higher-value regulated-sector work.
2029
Lead Engineer / Principal Engineer
Architecture groundwork — cross-team influence and technical leadership.
2030–31
Architect or Engineering Manager
Architecture decisions, cross-team influence and business outcomes.
Certifications

Certification sequence

Each stage is paired with certifications that support the target responsibilities.

2026 · FoundationMD-102: Endpoint Administrator Associate
2026 · FoundationAZ-900: Azure Fundamentals
2027 · Cloud depthAZ-104: Azure Administrator
2027 · Cloud depthSC-300: Identity & Access Administrator
2028 · SpecialisationAZ-500: Azure Security Engineer
2028 · SpecialisationMS-102: Microsoft 365 Administrator
2029–31 · ArchitectureAZ-305: Azure Solutions Architect Expert
2029–31 · ArchitectureCISSP (or equivalent security qualification)
Evidence

Projects that build the case

The certification path is stronger paired with demonstrable work.

Near-term

What's next

  1. Finish MD-102 preparation.
  2. Turn practical endpoint notes into short troubleshooting case studies.
  3. Start AZ-900 after the MD-102 milestone.
  4. Record measurable outcomes from real projects: time saved, incidents prevented, users supported, risks reduced.
  5. Build a portfolio narrative around endpoint → identity → cloud → security.