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 modern 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 needs

Administer digital applications, AI-powered tools, and technology integrations

Manage provisioning, licensing, permissions, onboarding, and offboarding

Implement security controls and support regulatory compliance





Maintain technical documentation, policies, and operational playbooks

Requirements

Strong Microsoft 365 and cloud application knowledge

Experience managing configurations, licensing, and role-based permissions

Practical understanding of automation and AI-enabled technologies

Awareness of security, data protection, and regulatory requirements

Ability to work independently within a small IT team

Bring Microsoft 365, application administration, and automation expertise to Pineapple’s connected global technology setting in Kent.

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