Milestones Trust is a not-for-profit charitable organisation that supports adults with learning disabilities and mental health needs to live their best lives. We believe in the power of people – those we support and those we work alongside. Our values guide everything we do:

• We start with the individual
• We bring people close
• We take our creativity to work with us
• We are courageous in our approach

The Head of Technology is responsible for leading and empowering the IT team to deliver high-performing, secure, and resilient technology services across Milestones. This role oversees the strategic and day-to-day management of IT operations, infrastructure, and systems, with a strong focus on cybersecurity and information security.

Job Purpose: The post holder will ensure that all technology solutions and practices align with the Trust’s strategic objectives, support operational excellence, and safeguard digital assets. By fostering a culture of accountability, innovation, and continuous improvement, the role enables the organisation to operate efficiently and securely within defined budgetary and quality parameters.

Person Specification:

• Degree in IT (or equivalent) with proven IT operations leadership experience
• Strong knowledge of IT architecture: networks, servers, databases (SQL), applications, virtualisation, and cloud (Microsoft 365 / Azure)
• Hands-on technical background with ability to lead IT teams and manage vendor relationships
• Experience across both on-premise and cloud systems, Microsoft and Apple environments, and secure remote access (VPN, wireless, IP telephony)
• Proficiency in network management (DHCP, DNS, firewalls) and familiarity with Cyber Essentials standards
• Project management experience with PRINCE2 (or equivalent) and tools such as Smartsheets/MS Project
• Experience in app development/maintenance and systems integration across multiple organisations
• Strong financial, budget management, and commercial skills
• Excellent communication, stakeholder management, and negotiation skills, with experience establishing IT governance frameworks

What We Offer:

• Competitive pay and benefits package
• 34 days Annual Leave Entitlement (including all recognised public holidays)
• Get paid when you want – Access your money as you earn it and request your earnings before payday using Dayforce Wallet.
• Company pension scheme, to help grow your retirement pot
• Generous Occupational Maternity/Paternity pay
• Learning and development opportunities for you to build your career
• Health Cash Plan on completion of probation giving you access to a minimum of £695 cash back for health treatments e.g. Dental, Therapies, Optical, Maternity/Paternity, NHS Prescriptions etc.

Milestones Trust is committed to the safeguarding and welfare of all the individuals that it supports, it expects the same commitment from all employees. If successful at interview an enhanced DBS check will take place. (Formerly CRB) A criminal record is not necessarily a barrier to recruitment. Committed to Equality and Diversity for all. Registered Charity No. 294377.