Head of Product

2 weeks ago


Southwestern Ontario, Canada Avvoka Limited Full time

We building drafting technology that’s transforming the way the world contracts - our platform helps legal teams move faster through contracts using automation and AI, without taking judgement away from the lawyers in control. We believe technology should amplify expertise, not replace it. Avvoka is trusted by over 20% of the AmLaw 100 law firms, global banks and enterprises, and we’ve grown largely through product strength. With headcount and revenue contuining to scale rapidly year on year, we’re now moving from a product-led path into a globally recognised legal-tech brand. We’re at an inflection point: evolving how the world’s most sophisticated legal teams work — and building a company where thoughtful people can do the best work of their careers. Why Join Us TThis is a rare opportunity to own and scale the product function at a critical stage of growth . Avvoka already has strong product-market fit, a complex enterprise customer base, and a growing product team. This role exists to add senior product leadership — setting vision, raising craft standards, and building the operating model needed to scale from a high-performing product team into a world-class product organisation. You’ll balance strategy and execution , working closely with founders, engineering, design, sales, and marketing to ensure Avvoka’s product continues to lead the market as we scale globally and deepen our use of AI. If you enjoy building teams, shaping product vision in complex domains, and working hands‑on with LLMs, this role offers exceptional scope and impact. The Role We’re hiring a Head of Product to lead Avvoka’s product strategy, delivery, and team development. You’ll own the end-to-end product function — from ideation and roadmap through to execution, customer outcomes, and team growth - while remaining close to users, technology, and the realities of enterprise legal workflows. This is both a strategic and operational role : setting direction at company level while ensuring high-quality product discovery, delivery, and go-to-market alignment. Department: Product Reports to: Co‑founders Direct Reports: Product Managers Working Hours: Generally 9:00–17:30 GMT, with 1 hour’s lunch break Compensation: Competitive, based on experience Start Date: Flexible — we’d love you to join soon What You’ll Do Own and evolve Avvoka’s long-term product ideation and strategy, aligned to commercial, customer, and technical priorities. Translate company goals into a clear, coherent product roadmap across enterprise customers and markets. Balance innovation, platform scalability, and customer‑specific complexity in a regulated, high‑stakes domain. LLMs are transforming the way Avvoka works and you’ll be at the forefront of it. Lead the thoughtful continued integration of AI within Avvoka’s product — enhancing speed, insight, and usability of legal contract drafting without compromising trust or control in the output. Partner with engineering and leadership to evaluate where AI delivers real customer value versus novelty. Help define Avvoka’s point of view on AI in legal drafting technology. Product Execution & Operating Model Establish and refine the way the product team operates: working across discovery, delivery, and feedback loops. Ensure strong prioritisation, clear outcomes, and consistent product quality as the team scales. Partner closely with engineering and design to drive high‑velocity, high-quality and beautiful delivery. Act as a senior product voice with enterprise customers, particularly legal and compliance stakeholders. Ensure deep understanding of legal workflows, risk ownership, and buyer vs user dynamics. Represent product internally and externally, helping position Avvoka as a category leader. Product Marketing & Go-To-Market Work closely with Marketing, Sales, and Customer Success teams on positioning, messaging, and launches. Ensure product value is clearly articulated for enterprise buyers and end users. Support sales cycles with product insight, narrative, and roadmap clarity. Build, lead, and develop a high‑performing product team, scaling from 4+ Product Managers over time. Coach PMs to grow in strategic thinking, customer insight, and execution excellence. Define career paths, expectations, and standards for product roles as the function matures. What Success Looks Like To ensure your application has the best opportunity of success, your CV could cover the below measures of success with quantifiable results (e.g. percentages, growth, reductions, impact) A clear, compelling product vision that aligns teams and accelerates decision‑making. Markers that show how much you have embraced LLMs in your personal workflow and in how you think about product strategy. A scalable product operating model that supports enterprise growth without slowing innovation. A confident, capable product team delivering consistent customer and commercial impact. Strong cross‑functional trust between Product, Engineering, Sales, Marketing, and Leadership. Thoughtful, differentiated use of AI that strengthens Avvoka’s market position. What You’ll Bring The ideal candidate would have: Experience as a Head of Product or senior product leader in an enterprise SaaS environment. Proven ability to scale a product team from 4 people, building structure without bureaucracy. Strong product strategy skills paired with hands‑on operational execution. Experience working closely with product marketing and go‑to‑market teams. Comfort operating in complex, high‑stakes domains with enterprise customers. A genuine interest (passion) in AI and its practical application within sophisticated software products. Experience scaling products used by global law firms, banks, or regulated enterprises. Prior exposure to platform or document automation products. Experience supporting international growth, particularly UK and US markets. Previous founder‑facing or board‑level product leadership experience. Experience helping define category narrative or thought leadership in B2B SaaS. Have any form of legal background. Core attributes we value across all roles: Adaptability in dynamically evolving settings. A proactive, solution‑focused mindset with ownership. A collaborative, can‑do spirit, supporting and mentoring others. If you’re excited about this role but your experience doesn’t align perfectly with every qualification, we encourage you to apply anyway — you might be just the candidate we’re looking for. Our Hiring Process CV Review: Our People team reviews all applications carefully. Screening Call (15m): A quick virtual chat with our People team to learn more about you and answer any initial questions. Stage 1 – Assessment Interview (30–45m): A virtual assessment interview with the Hiring Manager focused on your experience and approach. Stage 2 – Senior Interview (for senior roles): An additional conversation with members of the leadership team. Meet the Team: Where possible, we’ll invite shortlisted candidates to visit our WeWork Waterloo office to meet the wider team. We aim to make an offer to the successful candidate within a month of application, but this will vary by role and seniority. Flexible WFH allowance - flexible days in office based on operational requirements Private health insurance through VitalityHealth (post‑probation), including discounted gym memberships Access to WeWork amenities (coffee, community events, modern workspaces) Summer Fridays - finish early every other Friday in July and August Monthly socials and quarterly team events Annual learning and development budget Home office IT allowance 25 days’ annual leave plus public holidays Company pension scheme Right to request flexible working arrangements A collaborative, transparent company culture with real opportunities for growth We are an equal opportunity employer that celebrates diversity and inclusion. We welcome applications from individuals of all backgrounds, identities, and experiences - including those from underrepresented groups - and are happy to provide reasonable adjustments for candidates with disabilities during the recruitment process. #J-18808-Ljbffr


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