IT Support Engineer

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.

We’re looking for anIT Support Engineer to join our growing team and take ownership of internal IT operations, technical support, and agency systems integration across acquired businesses. This role sits at the intersection of support, infrastructure, and M&A integration, ensuring our teams stay productive while newly acquired agencies are successfully connected into the Dwelly platform. You will work closely with internal stakeholders, external MSPs, contractors, and the integration team, with direct impact on business continuity, employee experience, and acquisition success.

Own day‑to‑day IT support for the internal team through our ticketing system, ensuring issues are resolved quickly and effectively. Manage employee onboarding and offboarding processes, including device setup, account provisioning, access control, and maintaining accurate access records. Support end users across tools such as Microsoft 365, Google Workspace, Slack, Notion, Jira, and other business‑critical systems.

Act as the technical point of coordination with our managed service providers (MSPs) and third‑party contractors, tracking delivery, escalating priorities, and providing technical direction where needed. Troubleshoot infrastructure issues such as VPN connectivity, remote access, networking, email delivery, and device management. Maintain and improve internal systems reliability, security, and operational efficiency across a distributed environment.

Work closely with the integration team to assess the technology stack of acquired agencies and centralise technical assets. Support migrations from legacy environments, including on‑premise Windows servers, websites, email systems, domains, hosting, file storage, and user accounts. Connect newly acquired agencies to Dwelly’s core platforms including payment systems, referencing providers, and operational tools while minimising disruption during transition

Administer and optimise internal tools including Jira, Slack, Notion, Microsoft 365, Azure, Intune, Google Workspace, and related SaaS systems. Identify repetitive manual processes and automate them through scripting, APIs, workflows, or AI tools wherever possible. Continuously improve support operations, documentation, access management, and system scalability to support Dwelly’s rapid growth.

• Strong communication skills and fluency in English.
• Experience supporting macOS, Linux, and Windows environments.
• Experience administering Microsoft 365, Google Workspace, Slack, Jira, and Notion.
• Strong networking fundamentals including DNS, VPN, SSL, firewalls, SSH, routers.
• Ability to troubleshoot hardware, software, access, and user support issues independently.
• Strong problem‑solving skills – ability to approach challenges logically and propose practical solutions.

• Experience with Azure, Entra , Intune, Active Directory, Autopilot.
• Experience with Word Press, hosting environments,…