Chief of Staff

The role

The Chief of Staff extends the CEO's capacity by managing operational workstreams across Legal, People, AI, Finance, and Executive Ops. You will steer these functions, coordinate dependencies, and build AI-native workflows to scale the business.

What you will do

• Extend the CEO's capacity across operations
• Steer operational workstreams including Legal, People, AI, Finance, and Exec Ops
• Map operational workstreams and turn gaps into initiatives with owners and dates
• Make the first workstream AI-native using coding agents
• Coordinate across workstreams to flag dependencies
• Track workstreams against SLAs and KPIs
• Build and fix agents and automations for operational workstreams
• Prepare operational decisions for the CEO

Required qualifications

• Track record of owning cross-functional programmes end to end through influence
• Experience running or scaling operational functions such as Legal, People or Finance through a period of growth
• Strong written communication: briefs, decision papers, leadership updates
• Comfort with data: build models, reconcile numbers and explain movement
• Hands-on experience building AI workflows or agents
• Claude, ChatGPT or comparable LLM tools
• Claude Code or comparable coding agents
• Google Workspace, especially Sheets and Slides
• Confluence and Jira
• Slack

Nice to have

• Prior Chief of Staff, operations or founder experience, ideally in a B2B SaaS scale-up
• Comfort leading a Finance function: read a P&L, run a forecast and hold numbers to account
• Familiarity with construction, infrastructure or other built-world industries
• Airtable
• Zapier or Make
• Salesforce
• Loom

Benefits

• Equity
• 20 days annual leave plus sick, carer's and compassionate leave
• 16 weeks primary and 6 weeks secondary carer parental leave
• EAP
• L&D budget
• Home office setup
• Weekly catered lunches
• Work-from-anywhere weeks
• Flex days

Before you apply

• Candidates who have read the provided public links tend to have better conversations

About the company

Sitemate builds software and AI agents for the built world, helping construction, infrastructure and industrial companies work smarter and faster. They are backed by Blackbird and have 200 people across 18+ countries.