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 contemporary 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.

📌 Microsoft 365 Technology Lead (Winnipeg)
🏢 Pineapple Contracts
📍 Winnipeg