About Tailor

Tailor builds document collaboration software for teams that need reviews, approvals, evidence, ownership changes, and decision history to stay connected in one product.

The product is live across local government, construction, and mining; in pilot with a major state-government department; and being rolled out with a tier-1 systems integrator. See tailor.au for the product and tailor.au/ecosystem-preview for how the architecture fits together.

Joining this team means working close to customers while the implementation playbook is still being written.

The Role

You will be Tailor's first dedicated Implementation Lead. Your job is to land the platform inside customer organisations and embed it deeply enough that the work that used to live in email chains starts living in Tailor instead.

You sit between the product and the people who need to use it. You will map customer workflows to Tailor's capabilities, run the onboarding, train champions, and own the deployment relationship from kickoff to embedded practice.

This is a delivery role, not a sales role. Your success metric is simple: are customers running real work through Tailor and reaching agreement faster because of it?

Your first major deployment is a multi-agency state-government department — complex, high-stakes, and the proving ground for everything that comes next. Most of your week will be in-room with the customer's teams; the rest of it is shaping how every customer after them onboards.

What You Will Do

Lead the end-to-end deployment of Tailor inside customer organisations — first cohort to embedded practice
Map existing document, review and approval workflows to Tailor's capabilities; decide what to migrate, what to leave, and what to redesign
Run onboarding sessions, train champions, and make Tailor the default place agreement work happens
Identify integration points with customer systems (records management, identity, document storage, M365) and coordinate with Tailor's engineering team
Own the stakeholder relationship — from working-level staff to executive sponsors and procurement
Build the implementation playbook every later deployment will inherit
Feed implementation learnings back into product development; if a feature is missing, you are the first one to know

What We Are Looking For

Software background. You have built, shipped, or implemented software and can speak credibly to technical stakeholders without bluffing. 5+ years of experience.
Change delivery in large organisations, ideally government or other regulated environments. You know what it takes to land a new tool in a place that has rules.
Comfortable in ambiguity. Tailor is early. The first deployment is into a complex, multi-agency organism. The path will not always be clear and you will need to find it.
Range as a communicator. You can adjust register from procurement officer to developer to director-general in the same week — sometimes the same day.
Queensland-based, or willing to be. Most of the work is in-room with customers.

Bonus Points

Prior state-government or APS experience
Familiarity with document management, legal or policy workflows, GovTech or RegTech
Experience landing AI tooling inside regulated organisations
Early-stage / sole-implementer-on-customer background

Why Tailor

First dedicated implementation hire. You will define the playbook every later customer inherits — and have a hand in shaping the team that follows you.
Direct line to product and leadership. Roadmap conversations from day one. The friction you find in the first deployment becomes next quarter's release.
Real product, real customers, real revenue. Live deployments across local government and regional industry; partner-funded rollout into a major state-government department; practical customer demand for the work you will own.
Competitive comp + meaningful equity (4-year vest, 1-year cliff). Equity weighted enough that the right person feels ownership.
Work that matters. Tailor is making decisions traceable in places where decisions matter — capital programmes, planning, procurement, ministerial briefs.

How to Apply

Drop your CV (and a cover letter if you have one) into the Apply form at the top of this page. In the cover letter, tell us about a tool you landed inside a large or regulated organisation — what nearly stalled the rollout, and what you did to keep it moving.

If you would rather email us directly, reach us at careers@tailor.au.

What we look for · transparency

These are the criteria a human reviewer compares your application against. Same rubric for every applicant; nothing hidden.

weight 3/3
Software background
- Has shipped or implemented software at a non-trivial scale
- Can explain a technical decision they made and the trade-offs
- Comfortable in code review or technical conversation without bluffing
- 5+ years of professional software experience
weight 3/3
Change delivery in large organisations
- Has driven adoption of a new tool inside a 100+ person org
- Government, finance, defence, healthcare or other regulated context
- Worked through procurement, change boards, security reviews
- Demonstrated ability to land a tool — not just deliver a project
weight 2/3
Comfortable in ambiguity
- Has operated in early-stage or undefined-scope environments
- Self-directed; finds the path rather than waiting to be told it
- Track record of shipping in complex, multi-stakeholder situations
weight 3/3
Range as a communicator
- Can shift register between technical and executive audiences
- Comfortable presenting to senior stakeholders and procurement
- Writes clearly; can produce briefs, memos, training material
- Listens well; reads a room
weight 2/3
Queensland-based, or willing to be
- Already in Brisbane / South-East Queensland, or
- Explicit willingness to relocate or commit significant in-state time
- Acknowledges most of the work is in-room with agencies
weight 1/3
Prior state-government or APS context
- Has worked inside an Australian state-government department, an APS agency, or for a partner contracting into one
- Familiar with Australian government procurement frameworks
- Knows the difference between agency, statutory body and department
weight 1/3
AI tooling rollouts inside regulated organisations
- Has shepherded an AI / LLM-backed tool into production at a regulated customer
- Familiar with sovereignty, residency, audit-trail constraints
- Has handled the security / privacy / counsel review for an AI rollout