About / CV

Modern workplace engineer.

Microsoft 365 and modern workplace engineer with a strong foundation in cloud administration, PowerShell automation, and end-to-end project delivery across managed-service environments. Currently leading multi-tenant M365 migrations, Intune endpoint management and SharePoint/OneDrive engineering for a portfolio of Australian clients. I combine deep technical capability with strong client-facing communication - translating complex Microsoft cloud concepts for non-technical stakeholders, handling escalations, and producing end-user training assets.

Portrait of Bailey Shewry

My path

From service desk to modern workplace.

I started in IT on a 24/7 service desk at a UK managed service provider, working in government-classified environments while completing a Level 3 Azure Cloud Support apprenticeship, and stepped up to deputy shift leader. In Australia I delivered an enterprise-wide device lifecycle and Windows 11 refresh for a Victorian water corporation, then moved into modern workplace engineering at a Sydney MSP, working across a multi-tenant Microsoft 365 portfolio. What I enjoy most is taking a messy, real-world environment and leaving it documented, automated and secure. Longer term I'm building towards project delivery and consulting, which is why PRINCE2 sits alongside the Microsoft certifications.

Professional experience

Career timeline

Mar 2026 - Present Current

Modern Workplace Engineer

Dale Group Pty Ltd · Sydney, NSW (Hybrid)

Modern workplace engineering and systems administration across a multi-tenant managed services portfolio - clients spanning construction & infrastructure advisory, manufacturing, technology distribution, professional services, the performing arts, financial services and consumer retail.

  • Leading the OneDrive → SharePoint migration for a construction & infrastructure advisory client - 1,270+ project folders (~475 GB) into 14 SharePoint sites, on custom Graph PowerShell tooling, with a full permission audit and end-user training.
  • Migrated a 31,000-message, 477-folder shared mailbox through Microsoft Graph, engineering around throttling, token expiry and OData encoding problems to reach 100% completion.
  • Migrated about 77 client UniFi sites to a new UniFi OS Server - 54 of them in a single day - and retired the legacy controller.
  • Designed and deployed a Cursor rollout under WDAC enforcement - signed MSIX, a publisher-rule supplemental policy and Intune deployment.
  • Automated a brand font and Word template rollout to 108 workstations as one 10-task RMM job, including per-user Normal.dotm theme fonts.
  • Administer Microsoft 365 across multiple tenants - Exchange Online (mail flow, tenant allow/block, message trace), SharePoint and OneDrive, Teams, Purview (eDiscovery, content search and purge) and Conditional Access, plus cross-tenant B2B, GDAP and cross-tenant access policies.
  • Investigated and remediated email security incidents, including a business email compromise (malicious inbox rules, lookalike domain) and a phishing campaign purged from 150 mailboxes, and pushed back on elevated-privilege requests with least-privilege alternatives.
  • Completed the IT controls section of a client's FY26 external audit (ASA 315) - 21 controls across 6 systems, each with evidence.
Feb 2026 - Mar 2026

IT Technical Support Specialist (Contract)

Inghams Group Limited · Sydney, NSW (Hybrid)

L1/L2 technical support across Inghams Group operations in Australia and New Zealand, supporting a workforce spanning office, manufacturing and field environments.

  • Triaged and resolved incidents across Windows endpoints, M365 services, Active Directory and core business applications.
  • Worked within an established ITSM environment, maintaining accurate ticket records and adhering to SLA targets in a high-volume enterprise setting.
Oct 2024 - Feb 2026

IT Project Engineer (Contract)

South East Water · Melbourne, VIC (On-site)

Victorian Government-owned water corporation serving a large population across the south-east. Engaged as project engineer on the enterprise-wide Lifecycle Refresh Program.

  • Coordinated end-to-end delivery of the enterprise Lifecycle Refresh Program - planning, scheduling, deployment and stakeholder coordination.
  • Managed the Windows 10 → Windows 11 upgrade across all business devices with minimal disruption.
  • Oversaw the full device lifecycle - asset tracking, stock management, logistics and decommissioning.
  • Developed automation scripts to streamline build and imaging, reducing manual workload and improving consistency.
  • Acted as primary point of contact for project stakeholders, providing status updates and ensuring high client satisfaction.
Jan 2024 - Jul 2024

Service Desk Deputy Shift Leader

Prolinx Ltd · Watchfield, UK

UK MSP delivering secure hosting to public and private sectors, processing UK Government Security Classifications. ISO-certified, ITIL-aligned, 24/7 service desk and security operations.

  • Provided operational leadership, acting as deputy Shift Leader during peak periods and absences.
  • Coached the Service Desk team to consistently meet performance standards.
  • Managed and coordinated Major Incidents - timely customer communication and effective cross-team resolution.
  • Held UK Government security clearances (UK Security Vetting) for work in classified environments.
Jun 2022 - Jan 2024

Service Desk Analyst

Prolinx Ltd · Watchfield, UK

First point of contact for internal and external customers across a UK Government MSP environment, handling calls, emails and tickets to ITIL standards.

  • Logged, categorised and prioritised incidents to defined SLA and KPI targets.
  • Resolved a wide range of technical issues at first contact using SOPs and structured troubleshooting.
  • Identified root causes promptly to minimise downtime and contributed quality/efficiency improvements.

Core technical skills

What I work with

Microsoft 365

  • Exchange Online
  • SharePoint Online
  • OneDrive
  • Teams
  • Purview Compliance
  • Microsoft 365 admin center
  • Mail Flow Rules
  • Tenant Allow/Block Lists
  • Cross-Tenant Access Policies
  • B2B Guest Access

Identity & Access

  • Microsoft Entra ID
  • Conditional Access
  • MFA
  • Role Assignment
  • Privileged Identity Management
  • GDAP
  • Service Principals & App Registrations

Endpoint Management

  • Microsoft Intune
  • Autopilot
  • Win32 App Packaging
  • MSIX
  • App Control for Business (WDAC)
  • macOS enrolment via Company Portal
  • Defender for Endpoint
  • Compliance & Config Profiles

Automation & Scripting

  • PowerShell
  • Microsoft Graph PowerShell SDK
  • Exchange Online PowerShell
  • Invoke-MgGraphRequest
  • Microsoft Graph mail & calendar APIs
  • RMM scripting (Bluetrait tasks & chained jobs)
  • REST API integration

Migration & Projects

  • OneDrive → SharePoint
  • Mailbox migration via Graph
  • Tenant-to-tenant
  • Lifecycle refresh programs
  • Windows 10 → 11
  • Project planning & stakeholder coordination

Security & Compliance

  • Incident response (BEC, phishing purge)
  • Defender for Business
  • Conditional Access design
  • IT general controls evidence for external audit (ASA 315)
  • ITIL framework
  • ISO 27001 awareness

Infrastructure

  • Active Directory
  • Group Policy
  • DNS
  • Windows Server (incl. 2025 DC replacement)
  • Synology DSM
  • UniFi networking
  • UniFi OS Server
  • VPN troubleshooting

Tooling & Other

  • Bluetrait RMM
  • ConnectWise / Halo PSA
  • 3CX
  • Adobe Creative Cloud admin
  • M365 Copilot deployment
  • Power Platform admin
  • MCP / AI tooling

Certifications & education

Learning

In progress

  • Microsoft Azure Administrator Associate (AZ-104)
  • PRINCE2 Foundation & Practitioner (Version 7)

Completed

  • Level 3 Information Communications Technician - Azure Cloud Support Specialist V2 Apprenticeship (QA Ltd, 2022-2024)
  • Level 3 Extended Diploma in Sport & Physical Activity (New College Swindon, 2020-2022) - Pass
  • LinkedIn Learning - Project Management Foundations; Getting Started as a Project Coordinator
  • Certified Fire Marshal (British Red Cross, current); Certified First Aider (British Red Cross)

Security clearance

Previously held UK Government security clearances (UK Security Vetting) for work in classified environments, 2022-2024.