Job Description
Draftable is building the next generation of document drafting tools for lawyers. We're part of Affinda Group, a founder-led global AI company based in Melbourne, Australia.
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Since launching our first legal product in ****, over 1,300 law firms and legal teams globally have adopted our product, including leading firms like Allens, Mallesons and DLA Piper. We're growing ARR at well over 100% year-on-year, with very high win rates against incumbents and negligible churn. Our flagship document comparison product already exceeds incumbent tools, and it's just the foundation for a broader product suite we're actively building (our second legal-focused product Draftable Clean launched in March ****).
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Our ambition is to become the leading provider of document drafting solutions for lawyers, and the most loved software in a lawyer's toolkit.
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What makes this role compelling
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Own the product strategy: As AI makes building software ever easier, any product strategy requires evolution. Driving those decisions across our portfolio is the heart of this role.
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Build the product operation: lead and coach our product managers, mentor the team on product craft, and shape the roles and hires that come next as the portfolio expands.
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Own a multi-product portfolio: balance investment between our flagship comparison product and the new categories we're launching and incubate what comes next.
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Rearchitect how product management works: this isn't about adopting a few AI tools — you'll own the redesign of our product processes so humans working alongside AI agents define what we build.
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Hands on: Continue to adapt to a fast-changing AI landscape by remaining hands on with AI while maintaining a leadership position
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A warm culture with trust and autonomy: join a team with high trust and no politics — you'll be judged on outputs, working with people who care about the work and each other.
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A real seat at the table: you'll be part of the Draftable leadership team, reporting directly to the General Manager, with a strong engineering partnership beside you.
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Why now
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Legal technology is going through a generational shift. Law firms are moving away from aging, bundled platforms in favour of modern, best-of-breed alternatives, and Draftable is on the right side of that shift. At the same time, AI is fundamentally changing how product teams work: how requirements are written, how software is built, and how fast teams can ship. For a product leader, this is a rare moment: you can ship faster than ever before, and the decisions you make, on both strategy and process,



carry more weight than they have in years.
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It's also a pivotal timefor Draftable itself. We've proven the model with our flagship product and established our position; now we're moving deliberately into multi-product territory. And while we have a view on product strategy, there are real, unresolved decisions: what we build next, how we sequence it, how we resource it. Stepping into this role means shaping those decisions from the outset rather than inheriting a settled roadmap.
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The role
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We're looking for a Head of Product to lead our product function through its next stage: growing the team, evolving the product strategy, expanding the portfolio, and rearchitecting how we do product management as AI changes what's possible.
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Each of our products has a named product owner who is accountable for its commercial success — a model we hold to as products head to market. You'll develop those owners and hold them accountable, set commercial targets with them, and share in the outcomes: the portfolio's overall trajectory is yours. Earlier-stage concepts may sit with you directly until they earn a dedicated owner.
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You'll also own how we do product management. As AI reshapes how software gets defined and built, you'll design the processes, standards, and tooling for the whole team — and you'll drive the decisions about what we build next, working closely with the General Manager, who holds the final call.
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This is a hands-on leadership role in a lean team: beyond setting direction, expect to run discovery on early-stage concepts, join customer calls, and build some of the process tooling you ask the team to use.
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You will
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Own the product portfolio: balance investment between maturing our flagship comparison product and launching new categories, and drive the what-we-build-next decisions with the General Manager
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Build out and lead the product team: coach and develop our product managers, raise the bar for product craft, and shape the team's structure as the portfolio grows
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Make each product owner successful: set commercial targets together, review adoption, retention and revenue trajectories, and share accountability for the outcomes
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Incubate new product concepts:



run early discovery and validation yourself, handing each product to its dedicated owner as it heads to market
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Own our discovery, definition, and launch standards across products
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Rearchitect our product processes to be AI-native, structuring product definition so AI coding agents (not just human engineers) can build from it — working with tools like Cursor, Claude Cowork, Miro, Lovable and custom internal tools
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Partner with Engineering on technical feasibility, architecture decisions, and delivery planning
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Partner with Sales and Marketing on go-to-market strategy, product positioning, and customer feedback loops
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Analyse adoption, retention and usage data across the portfolio to surface opportunities, and set, track and communicate product KPIs with the General Manager
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What you'll bring
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10+ years in product management, most of it in B2B SaaS, including leading and managing product managers
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Experience taking a recent product from zero to launch and first customers — personally or through a team you led — you know what has to be true before launch for a product to land commercially
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A commercial approach to product: you run products against adoption, retention and revenue targets, and build that discipline in the teams you lead
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Strong product judgment, including the ability to discern between good and bad ideas, designs, and trade-offs
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Cross-functional leadership: a proven ability to align engineering, sales, marketing, and support behind a roadmap
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Excellent written communication across product requirements, strategy documentation and go-to-market enablement
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A data-driven approach to decision-making: comfortable analysing customer and usage data, setting KPIs, and using evidence to prioritise
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Active use of AI tools in your product work (including agentic tools like Claude Code, Cursor or Codex), with a vision for how AI changes product management
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Nice to have:
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Experience in legal technology or selling to law firms and professional services organisations
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Experience in challenger brands taking market share from larger incumbents
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Location & travel
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Melbourne-based hybrid role with office in Cremorne (next to the CBD).
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Flexible working arrangements with regular in-person collaboration and periodic travel for customer meetings, conferences, and events
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Compensation
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AUD $240,000 (including super) and remunerate based on merit
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We're committed to fostering an inclusive workplace and welcome applications from all qualified individuals.
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📌 Draftable - Head Of Product (South Australia)
🏢 Affinda Group
📍 South Australia