Tom Jowitt has built software for 25 years, from North Sea oil and gas seismic data tools in the UK to CTO of MadeComfy in Sydney. Most recently, as Director of Engineering at legal AI company Checkbox, he led the move from AI-assisted to agentic engineering.
As Mastt's Head of Engineering since 2026, Tom leads the platform's transition to an agent-first product and contributes articles on applying AI agents to construction project work.
Before Mastt, Tom Jowitt headed engineering at Expert 360 and built software for government clients and the European Space Agency at Ricardo-AEA. At Checkbox, he owned security and compliance across ISO 27001 and SOC 2 processes. As Mastt's Head of Engineering, he contributes articles on AI agents and software for construction project teams.
Master of Science (MSci) in Geoscience
Royal Holloway, University of London
Checkbox (2024 to 2026) - Director of Engineering
After Checkbox's $23 million Series A, Tom scaled engineering from 10 to 30 engineers, set up dedicated enterprise, platform, and design systems teams, and owned security and compliance across ISO 27001 and SOC 2.
Local Measure Platform Migration (2022 to 2024) - Backend and Infrastructure Lead
Tom directed a Kubernetes-to-Lambda migration across four regions of Local Measure's cloud contact center platform, cutting infrastructure costs by 80%, and rebuilt CI/CD to move from weekly deployments to more than 10 a day.
Overtly (2021 to 2022) - Co-Founder and Technical Lead
As technical co-founder of a machine-learning startup, Tom took an AI-powered knowledge graph from concept to production in six months.
Identity, credentials, and industry experience reviewed by Mastt before first publication.
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