Chief Technology Officer (CTO)

Link to role overview and process walkthrough: https://www.loom.com/share/887a3f540dc54711abd6171b837ddf61

👋 Thanks for stopping by and learning more about this role at Sitemate! ✨🏗️

We'd love to hear from you 😊 👩‍💻👩🏽‍💻🧑🏿‍💻👨🏻‍💻

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  You have shipped code in every main product repo and have identified the constraints holding back delivery, reliability and/or quality, in various parts of the stack

• →

  You are now owning the relevant initiatives in our delivery system and showing as assigned

• Changes shipped to production per engineer are measurably up, and the production defect line has not moved with them

• Release engineering rails are live

• Quality is measured from production defects traced to the change that caused them, so the quality bar is a number

• You have made at least one hire and one leadership decision that raised the bar

• Strict typing and schema contracts are on across every product, and the compiler and contract layer are doing review work humans used to do

• QA runs inside the release process with a shared eval harness for agent surfaces

• Agent throughput is limited by review capacity you deliberately designed, validation is built into the engine architecture itself

• Personally review code and ship alongside your team

• Run the weekly constraint review: the one binding constraint in the delivery system this week, what was done about last week's, and what the data says

• Own quarterly engineering initiative planning and the breakdown standard beneath it

• Coach Staff Engineers and Tech Leads on technical direction, review and running their own teams

• Make build/buy/partner and vendor calls on the platform, tooling and AI stack

• Represent engineering to the CEO, the executive team and the board, and translate company strategy into engineering priorities

• Show up in front of customers and candidates as the technical face of Sitemate

Our Operating Principles are non-negotiable behavioural standards, written down and used in reviews. The ones this seat lives and enforces:

• Proven ability to diagnose and remove delivery bottlenecks across review, deployment, quality - beyond the point code is written

• Genuine, current hands-on technical depth: you can walk through a recent technical decision you personally made in detail

• Direct experience with agentic delivery infrastructure: sandboxes, eval harnesses, deterministic gates, AI-assisted review

• A clear point of view on structuring engineering teams and ownership as they scale

• A 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

• TypeScript / JavaScript

• Node.js

• React or Angular

• MongoDB

• AWS or a comparable cloud platform

• React Native / mobile

• Observability tooling (HyperDX, Datadog, Bugsnag, Sentry)

• Infrastructure as code (CDK, Terraform)

• Feature flag and release engineering platforms

These are public, and they are how we actually operate. Candidates who have read them tend to have better conversations with us.

• The Sitemate Manifesto

• On How Sitemate Ships Now, In The Era of AI

• Zero Click Forms and Conversational Data Capture, the thinking behind Storm

• Taking AI To The Front Line

• On Sitemate's Values, Culture and DNA

• For The Managers and Leaders Building Sitemate

• On How Sitemate Makes Decisions

• On Operating Like a Pro Sports Team, Not a Family

• Full transparency: monthly all-hands share metrics, hiring plans and financial performance. Levels, career frameworks and pay ranges are visible to every employee

• Player-coach leadership at every level, including the executive team

• Global team across Australia, the UK, the US and Canada

• Melbourne engineering hub

• 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

• People of Sitemate link to hear from the team directly

PLEASE Note:

• We hire directly and don’t work with agencies