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Salary: AUD 300,000 - 0 / annual
Sitemate is hiring a Chief Technology Officer to lead engineering across the business as a member of the executive team. The company builds AI-native software and agents for construction, infrastructure, and industrial companies, with products including Storm (data capture agent), Dashpivot (safety/quality/field reporting), Gearbelt (fleet/asset management), Flowsite (no-code integrations), and the Sitemate mobile app. The company has strong product-market fit, generates thousands of leads monthly, is backed by Blackbird, and operates across 200 people in 18+ countries.
This is a hands-on, builder-first executive role reporting directly to the CEO. You own the engineering delivery system (Global Platform, EPD Ops, release engineering, QA infrastructure, security posture, tooling), the engineering organization (org design, career tracks, compensation, hiring bar), and the engineering operating cadence (quarterly planning, breakdown standards, metrics). You manage ~42 engineers across Engineering Product Development, with direct oversight of Global Platform and EPD Ops (~20 people through two engineering function leads) plus the Staff Engineer layer.
Key priorities include: turning AI-assisted engineering into production throughput by making the pipeline move at the pace code is written; decoupling deploy from release through feature flags and trunk-based development; owning verification as one system with strict typing and schema contracts; enabling safe multi-writer records for forms written by people and agents; and shaping forward-deployed engineering models as engineers sit closer to customers.
You personally ship code alongside your team, run weekly constraint reviews, own quarterly engineering initiative planning, coach Staff Engineers and Tech Leads, make build/buy/partner decisions on platform and tooling, represent engineering to the CEO and board, and show up in front of customers and candidates. Success metrics at 90 days include shipping code in every main product repo and identifying delivery constraints; at 6 months, measurably increased changes shipped per engineer with steady defect rates and live release engineering rails; at 12 months, strict typing and schema contracts across all products with QA integrated into release processes.
The role operates under Sitemate's Operating Principles: you ship your org chart, grow from within before external hiring, measure engineering health like a product surface, break work into small shippable increments, build AI-native with guardrails, and fix critical production issues before new features. The company values Everything Engineered (written decision logs and frameworks), Fast Tracked (forcing functions on weighty decisions), and High Vis (transparent metrics, pay, and career frameworks).
Location: Melbourne, Australia, hybrid with 2 days in office. Reports to CEO.
REQUIREMENTS:
Must have:
- Proven ability to diagnose and remove delivery bottlenecks across review, deployment, and quality beyond code-writing stage
- Genuine, current hands-on technical depth with ability to walk through recent personal technical decisions in detail
- Direct experience with agentic delivery infrastructure: sandboxes, eval harnesses, deterministic gates, AI-assisted review
- Clear point of view on structuring engineering teams and ownership as they scale
- Track record of compressing timelines and resisting process or tooling for its own sake
- Experience building and developing a staff engineering or technical leadership layer
- Comfort operating as a bridge between engineering and executive leadership, including board exposure
- Led engineering through high-growth, high-change periods, ideally including scale-up transitions and shifts in how teams build software
- Thrive with ambiguity; move fast on best hypothesis and adjust as you learn
- Direct, hands-on experience with AI-assisted or agentic code review and delivery tooling with current opinions on limitations
- Strong point of view on engineering team structure and ownership scaling, defensible and articulated
- Hired and developed staff-level engineers and technical leads; measured by leaders produced as much as systems shipped
- Actively choose in-person, embedded leadership; believe standards spread through proximity
- Raise uncomfortable truths early, including upward
- Lead by example
Essential tools:
- TypeScript / JavaScript
- Node.js
- React or Angular
- MongoDB
- AWS or comparable cloud platform
Bonus tools:
- React Native / mobile
- Observability tooling (HyperDX, Datadog, Bugsnag, Sentry)
- Infrastructure as code (CDK, Terraform)
- Feature flag and release engineering platforms
