Background
Digital innovation is reshaping the insurance industry - We are making it happen. Charles Taylor InsureTech was established to help insurance businesses drive change through the delivery of technology-enabled solutions. We do not have a one-size-fits-all approach or prescriptive methodology. We work consultatively with our clients to revitalise their operations, reinvent established processes, and implement future-ready solutions that deliver measurable benefit and improve data-driven decision making.
The Role
We are seeking a versatile Microsoft Cloud & Desktop Leader to manage the design, deployment, and day-to-day operations of Microsoft Azure and Microsoft 365 (M365) solutions across a diverse managed services client base. This hybrid leadership role combines responsibility for cloud infrastructure, modern workplace services, and end-user computing under a unified technical and operational umbrella.
You will lead two core delivery areas: Azure Cloud Services – including architecture, migration, automation, security, and cost optimization.
Microsoft 365 & Modern Desktop Services – including Intune, Autopilot, Teams, Exchange Online, Windows endpoint management, and client support. This is both a hands-on and strategic role: you’ll guide teams, engage directly with clients, lead critical projects, respond to escalations, and help evolve the company’s Microsoft-focused service offerings. Your work will play a key role in ensuring scalable, secure, and efficient technology outcomes for our clients and internal teams.
This role combines deep technical expertise with a strong service outcome mindset. You’ll work hands-on with Azure, M365 & Hardware technologies, engaging in pre-sales efforts, supporting customer success, and contributing to the continual improvement of our Azure managed service portfolio. Your success in this position will directly impact our clients’ cloud journeys and our ability to deliver high-quality, efficient, and future-proof solutions.
Key Responsibilities
Technical Strategy & Architecture Define and oversee cloud and desktop service architecture across Azure and M365 environments.
Align client solutions with best practices for scalability, security, and cost-efficiency.
Lead modernization efforts including cloud migrations, hybrid identity, and desktop transformation. Azure Cloud Services Leadership Monitor cloud environments using Azure Monitor, Log Analytics, and Advisor.
Manage cloud migrations from on-premises or other platforms to Azure.
Support multi-tenant Azure operations 3. Microsoft 365 & Endpoint Management Oversee management and optimization of Microsoft 365 services: Exchange Online, Teams, SharePoint, OneDrive, and Defender.
Lead modern endpoint management using Intune, Autopilot, and Azure AD Join.
Automate endpoint provisioning, updates, and compliance using PowerShell and Endpoint Manager.
Ensure secure, consistent user experience across Windows 11 devices. 4. Client Engagement & Service Delivery Serve as a technical advisor to clients and internal leadership teams.
Lead onboarding and transformation initiatives for new and existing clients.
Ensure all services meet SLA targets and quality benchmarks across both cloud and desktop functions.
Manage escalations, complex incidents, and major technical issues across both platforms. 5. Security, Governance & Compliance Implement cloud and endpoint security policies, access controls, and threat protections.
Ensure regulatory compliance through secure cloud configurations and monitoring.
Oversee device encryption, MFA, DLP, and Conditional Access policies for endpoint and cloud environments. 6. Team Leadership & Development Lead and mentor teams of Azure engineers, M365 administrators, and desktop support specialists.
Manage resourcing, workloads, and shift schedules across cloud and end-user support functions.
Conduct regular 1:1s, technical training sessions, and career development planning.
Promote knowledge sharing, documentation, and process maturity within the team. 7. Service Innovation & Improvement Continuously evaluate new Microsoft technologies and service models to improve efficiency and client value.
Help evolve internal service catalogs, automation frameworks, and standard operating procedures.
Standardize repeatable delivery patterns for deployments, onboarding, and optimization projects. Required Skills Excellent leadership, team management, and coaching skills.
Strong organizational, time management, and communication abilities.
Service-oriented mindset with focus on client satisfaction and operational excellence.
Capable of balancing hands-on execution with strategic oversight. Why join Charles Taylor InsureTech?
The Charles Taylor InsureTech team blends hands-on insurance expertise with fresh thinking from the worlds of technology consulting, financial services, ecommerce and beyond.
As a newly established business which is part of Charles Taylor Plc, we combine the agility of a start up with the security and scale of a corporate. The result is a pragmatic-yet-pioneering approach that we’ve used to help clients reimagine central market systems, launch self-service digital insurance products, automate regulatory reporting requirements and more.
We are very proud of the fact that nine out of ten of our people recommend Charles Taylor as a place to work. We pride ourselves on having a positive work environment where our people are empowered to make the best decisions and where learning is valued highly and shared across our business.
We are very committed to ensuring our people are given continuous learning and development. As well as structured induction programmes and job training, we provide study support for relevant professional qualifications and have a Core Learning & Development Curriculum.
Charles Taylor is a fun and inclusive place to work where people are truly valued and encouraged to enjoy a host of social and sporting activities available. Quiz nights, tennis tournaments, football matches and a range of other events take place throughout the year
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