Head of IT & Security

Dwelly is building the AI operating system for residential lettings. Its growing network of agencies provides its AI with real-world data, continuous feedback, and control over complete workflows, making exceptional service the standard for landlords and tenants. Today, Dwelly operates more than 15,000 properties and $470 million in GMV, making it one of the UK’s ten largest lettings operators. The company has raised $263 million.

We’re a fast-growing, product-focused company, backed by top-tier investors and led by a team with deep experience in real estate, technology, and operations.

• Define and execute the IT and security strategy aligned with Dwelly’s growth through acquisitions.
• Build, lead, and scale the internal IT & Security function, including ITOps and external vendors.
• Establish clear KPIs across access management, onboarding speed, security posture, and operational reliability.
• Drive a culture of ownership, discipline, and continuous improvement across internal IT and security.
• Act as the primary decision-maker for internal IT and security topics across the group.
• Design and implement scalable processes for onboarding, offboarding, and access lifecycle management.
• Establish and enforce security baselines across endpoints, identity, and internal systems (MFA, patching, access reviews, etc.).
• Standardise workplace infrastructure across the group (devices, Google Workspace, telephony, internal tools).
• Ensure compliance readiness for ISO 27001 and similar frameworks.
• Bring structure and control to fragmented environments across multiple entities and acquired agencies.
• Own internal IT and security risk posture, including access controls, audit readiness, and incident response processes.
• Define and enforce security policies, standards, and controls across the organisation.
• Partner closely with Engineering, Product, Operations, Finance, and Legal to align IT and security with business needs.
• Support secure integration of newly acquired agencies into Dwelly’s systems and processes.
• Act as the internal owner of IT and security topics, providing clear guidance and decision frameworks.
• Manage external vendors across IT, security, and infrastructure.
• Define and enforce SLAs, security requirements, and performance standards.
• Optimise vendor stack for cost, reliability, and scalability.
• Identify opportunities to simplify and consolidate tools across the group.

• 7+ years of experience in internal IT, security, or a related field.
• Proven track record of building or significantly improving IT and/or security functions in fast-growing or complex environments.
• Experience operating in multi-entity, acquisition-driven, or distributed organisations.
• Hands-on experience with identity & access management, onboarding/offboarding, and workplace infrastructure.
• Experience preparing for ISO 27001, Cyber Essentials Plus, or similar frameworks.
• Strong leadership and stakeholder management across technical and non-technical teams.
• Ability to design and implement scalable systems, processes, and controls.
• Solid understanding of security fundamentals (access control, endpoint security, patching, incident readiness).
• Strong organisational and execution skills, with attention to detail.
• Ability to bring structure to ambiguous and fragmented environments.
• Experience in proptech, fintech, payments, or other regulated / sensitive environments (preferred).
• Experience with post-M&A integration and infrastructure standardisation (preferred).
• Background in consulting, strategy, or operational transformation (preferred).
• Experience working with AI tools and automation in IT/security workflows (preferred).

• Competitive salary with the potential for equity options based on performance, recognising exceptional contributions to our integration success.