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Head of People Operations

Sitemate - Sydney, NSW, Australia - In-office - posted 2026-10-19

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Sitemate is rebuilding People Operations for the AI era, and this role leads that transformation. You own the entire People Operations function end-to-end: global payroll, employee lifecycle, talent acquisition, IT provisioning, and all people programs (performance, engagement, learning & development, levelling, compensation). You lead a team of two: a Senior Talent Acquisition Manager and a People Operations Manager. This is a hands-on, builder-first role. You personally architect systems, build AI agents and automations, and write playbooks that enable managers to run people processes independently. The core mission is to keep the People Operations function small and efficient as Sitemate scales by automating manual admin work through systems and AI agents. Key responsibilities include: designing the People Operations architecture across all entities and systems (Rippling, Remote, Ashby); identifying and automating manual steps in payroll, hiring, lifecycle management and people programs; building AI agents and automations yourself; creating frameworks and playbooks for managers to self-serve; running people programs like products (career paths, levelling, compensation, L&D, performance cycles); establishing people data systems and engagement measurement; leading, coaching and developing your team; and making performance, promotion and exit decisions. You work closely with the CEO on translating company strategy into people priorities, partner with Finance on payroll and compensation, collaborate with Legal on employee relations and compliance, and partner with department leaders on org design and hiring. Success metrics: by 90 days, you've mapped manual admin across People Operations and identified automation priorities, deployed your first live automation with measured impact, and ensured all payroll runs close on time globally. By 6 months, the next-generation People Operations design is written and agreed, managers can run at least one full people cycle from playbooks/agents, and function SLAs/KPIs are established. By 12 months, calibration and promotion outcomes are standardized across departments, and succession planning is in place. Day-to-day work includes personally building and fixing workflows and agents, designing how platforms integrate, writing and maintaining frameworks, running weekly function cadence, coaching your team, handling complex employee relations cases, and owning calibration and promotion decisions. Sitemate is a 200-person, venture-backed construction software and AI company with strong product-market fit, backed by Blackbird, with offices in Australia, UK, US and Canada. The company operates with full transparency, player-coach leadership at every level, and equity-based compensation. REQUIREMENTS: Must have: - Operations or leadership experience through a comparable growth-stage transition (ideally 100–300 person scale-up) - Systems architecture thinking: designing how multiple platforms and their data work together so processes run without manual admin - Hands-on experience personally building automations or AI agents - Experience writing frameworks or playbooks that managers execute independently - Comfort with ambiguity; ability to move fast on hypotheses and adjust as you learn Nice to have: - Series B or growth-stage scale-up experience Essential tools: - AI tools - Project management & communication tools (Slack, Jira, Confluence) Bonus tools: - Zapier, Airtable or similar no-code automation - Rippling or comparable HRIS and global payroll platform - Remote or comparable employer of record platform - Ashby or comparable ATS - AI coding tools (Claude, Claude Code)

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