Legal Product Specialist (Sydney, AU)

Full time / Permanent / Sydney, Australia

Job Description

Legal Product Specialist

Full-time, Hybrid, Sydney

The Company

Checkbox is a Series A Sequoia-backed technology start-up with a mission to enable meaningful work for all. To achieve this, we built a no-code automation platform with the belief that the power of digital creation needs to be accessible to everyone, not just IT teams. Seeing non-technical users surprisingly delighted when they use our technology to create in ways they never thought they ever could motivate us. Whilst our mission is big, our focus is sharp. Today we’re focused on in-house legal departments from companies including Disney, Elastic, J Frog, SAP and Coca-Cola.

Recently, we expanded our offering to not only help people do meaningful work, but manage it too. This came with the launch of our AI-powered Intake & Matter Management product – the “JIRA for lawyers”. This is part of our broader vision to be the “Legal Service Hub” for organizations, responsible for how legal work is raised, allocated, managed, and resolved. We believe that one day the Legal Service Hub will be as ubiquitous for legal teams as the CRM for commercial teams and we will win this category.

You’ll work alongside team members across the United States, Australia, and Asia, collaborating with incredible high performers and Co-Founders in the Forbes 30 Under 30 list. Our culture is one of our superpowers. It's what people talk about when they join us, work with us, and leave us. Read about what makes all of us a "Checkmate" here: https://www.checkbox.ai/core-values.

The Position

At Checkbox you will be joining a small tight-knit team of passionate, intelligent & driven people. It is vital for us that our people feel a sense of individual impact, trust, and continuous growth while solving challenging problems to get things done. Our product team members are the innovators in our business, paving the way for growth opportunities and driving outcomes across our organisation. We’re always seeking smart, creative & driven people to join our team to build a world-leading product.

As a Legal Product Specialist, you’ll be a legal domain expert embedded inside our product & implementation teams. Your role is to translate how legal teams actually work - their judgment, risk tolerance, workflows, and constraints - into scalable product behaviour, and help customers get AI to work for them as quickly & effectively as possible.

You’ll partner closely with product managers, designers, engineers as well as implementation specialists to ensure our product is trusted, usable, and valuable for real legal teams. If you’re a lawyer who enjoys fixing problems, building systems, shaping tools, and turning messy legal reality into something scalable, this role is for you.

In this position, you will:

  • Define and drive the long-term product strategy for authorization, identity, and access management  
  • Partner with product, design & engineering during discovery, design, and delivery
  • Contribute legal domain insight to the team, as well as PRDs, UX flows, and AI behaviour
  • Help teams make pragmatic trade-offs between legal correctness, usability, and scale
  • Model legal workflows such as intake, triage, approvals, risk assessment, and outcomes
  • Define legal defaults, guardrails, and exception paths
  • Help design legal abstractions that work across customers and jurisdictions
  • Support complex customer implementations where legal nuance matters
  • Identify patterns that should become productised (not bespoke)
  • Help reduce time-to-value for legal teams adopting our platform
  • Pressure-test product experiences from a legal team’s perspective
  • Help ensure our AI features are interpretable, defensible, and trusted by legal users
  • Feed structured customer insights back into product strategy

About you

  • Qualified lawyer with 8+ years of experience
  • 3+ years of experience working in-house (preferably across legal teams of varying sizes)
  • Passionate about technology & efficiency
  • Some experience in legal operations, legal tech or process improvement
  • Experience implementing legal tech or workflows
  • Interest & exposure to AI-enabled products & automation
  • Ability to think in term of systems, workflows, abstractions & patterns
  • Comfortable working in ambiguous, fast-paced environments

Why Checkbox?

We are an Australian start-up that’s recently expanded into the US as our next growth market, and have seen a spike in growth ever since. We’re backed by highly reputable VCs including Touring Capital, Peak XV (Previously Sequoia India) and Tidal VC. We’re passionate about building a culture where everyone feels supported and empowered to do their best work and grow professionally & personally. You will form some long-lasting friendships with smart, driven people for many years to come.  

We also offer a whole host of benefits, including:

  • Competitive salary & equity – We believe in employee ownership and comfortable compensation for our employees so that they can be as happy and productive as possible without any reservations.
  • Hybrid working arrangements – We have an office in the city and the team comes in on Tuesdays for our weekly all-hands kick-off (and we’ll grab coffee and lunch together), and on Fridays where we celebrate our weeks effort and go out for dinner.
  • Personal learning & development budget - Continuous development and growth is one of our core value, and we believe in developing our own home-grown leaders.
  • Flexible leave policy – You can choose to work on weekends or public holidays and take equivalent days off at another time to maximise your time off.
  • Expense policy & salary sacrifices – You can expense small work-related items and salary sacrifice larger items within reason.
  • Start-up hub in the heart of the city - Enjoy our city office which is decked full of snacks, drinks, premium coffee and coffee machine, and of course, a ping pong table and beers.  
  • Company wide social events - Enjoy amazing company coffee, lunches & Friday night hangs and annual off sites to fun & exciting locations like Australia, Bali & Korea.
  • Transparent & flat culture - Enjoy the benefits of an open culture where all questions and feedback are welcomed so we can be a better company day by day.

Want to jump on board?

If you find this exciting and think you have what it takes, we would love to meet you. Please contact us at careers@checkbox.ai with your CV.

"Working at Checkbox has been an incredible journey of growth and discovery. Every day brings new challenges, fast learning, and the chance to work alongside a talented team that makes the experience both rewarding and enjoyable. "

– Monica Chan, Customer Success Manager

"Working at Checkbox has been one of the most rewarding experiences of my career. The culture here is built on trust, empathy, and genuine collaboration, where everyone’s ideas are valued, and we celebrate both growth and learning. We move fast, solve real problems, and support each other every step of the way. It’s a place where you can do your best work, be yourself, and feel part of something meaningful.”

– Yunliu Mok, Technical Lead

Learn About Our Values

At Checkbox, we’ve created an amazing and high performing culture for our people. Learn more about the values that define who we are.