Lead Microsoft 365 and digital workplace technology for Pineapple in Aylesford, Kent, working full-time from 8am to 4.30pm.
This permanent Digital Workplace and Technology Lead role supports Pineapple’s global business needs. You will manage up-to-date business platforms, applications, and services while improving technology adoption. The role combines technical expertise with automation, AI-enabled technologies, security awareness, and commercial judgement.

Key Responsibilities

Govern technology investments and align solutions with business needsAdminister digital applications, AI-powered tools, and technology integrationsManage provisioning, licensing, permissions, onboarding,



and offboardingImplement security controls and support regulatory complianceMaintain technical documentation, policies, and operational playbooksRequirements:
Strong Microsoft 365 and cloud application knowledgeExperience managing configurations, licensing, and role-based permissionsPractical understanding of automation and AI-enabled technologiesAwareness of security, data protection, and regulatory requirementsAbility to work independently within a small IT teamBring Microsoft 365, application administration, and automation expertise to Pineapple’s connected global technology environment in Kent.
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📌 Microsoft 365 Technology Lead (Winnipeg)
🏢 Pineapple Contracts
📍 Winnipeg