Chief of Staff: AI-Driven Ops Leader

Sitemate; Sydney; On-site; AUD 180,000 - 240,000; Full time

Job summary

Sitemate in Sydney is seeking a Chief of Staff to scale the CEO’s office and drive cross‑functional initiatives across Legal Ops, AI Ops, People Ops, Exec Ops and Finance. You’ll own the operating cadence, draft decisions, and lead AI‑enabled workflows from day one.

This hands‑on role involves coordinating between departments, building trackers, and ensuring initiatives ship on time while freeing the CEO to focus on strategy and growth.

Qualifications

• Proven track record owning cross‑functional programmes end to end.
• Experience influencing senior executives and stakeholders.
• Experience leading or scaling operational functions (Legal, People, Finance).
• Hands‑on experience building AI workflows or agents.
• Strong written communication and decision‑paper drafting.
• Comfort with data: build, reconcile, explain movements.

Responsibilities

• Map CEO priorities into a live programme with owners and dates.
• Lead operational infrastructure across multiple functions to scale.
• Coordinate cross‑functional activities and resolve blockers.
• Build and manage AI‑enabled automations for leadership.
• Track CEO time and ensure strategic focus vs operational work.
• Draft decision briefs and leadership updates for the board.

Skills

Cross‑functional programme ownership

Influence at executive level

Operations leadership

AI workflow experience

Strong written communication

Program/project management

Tools

Claude

Claude Code

Google Workspace

Confluence

Jira

Slack

Airtable

Zapier

Make

Salesforce

Loom

Job description

Sitemate in Sydney is seeking a Chief of Staff to scale the CEO’s office and drive cross‑functional initiatives across Legal Ops, AI Ops, People Ops, Exec Ops and Finance. You’ll own the operating cadence, draft decisions, and lead AI‑enabled workflows from day one.

This hands‑on role involves coordinating between departments, building trackers, and ensuring initiatives ship on time while freeing the CEO to focus on strategy and growth.