Windows 11 Rollout
Partners& Insurance Ltd - August 2025
I managed the rollout of Windows 11 to more than 700 laptops across approximately 30 different sites. The objective was to modernise the company’s desktop environment, improve performance and security, and ensure users had access to the latest supported technology without disruption to their day-to-day work.
Deliverables
Deployment of Windows 11 across 700+ devices.
Site-by-site coordination to minimise disruption.
Hardware audits to assess upgrade requirements.
Migration of all devices from on-premises management to cloud-based Azure management for greater flexibility and control.
User training and support during the rollout.
Post-deployment monitoring and troubleshooting.
Challenges
Coordinating deployment across a wide geographical spread of sites.
- Overcame this by creating a phased rollout plan, assigning local site champions, and leveraging remote support tools.
Managing hardware compatibility and potential upgrade requirements.
- Addressed through early audits, clear replacement criteria, and close supplier engagement.
Minimising downtime and disruption for end users.
- Reduced impact by scheduling upgrades outside business hours and providing rapid response support.
Assigned project resource being redirected to other business priorities.
- The impact was minimised because the rollout had been initiated early, meaning several months of disruption did not affect the overall timeline.
Achievements
Successfully deployed Windows 11 across 700+ laptops at 30 sites with minimal disruption.
Improved cybersecurity posture by migrating away from an unsupported OS.
Increased end-user productivity through faster, more stable, and modernised devices.
Migrated all company devices to cloud-based Azure management, providing IT with enhanced visibility, security, and control.
Delivered a smooth, large-scale rollout that strengthened trust in IT’s ability to deliver high-profile change.