Summary:This role is open to candidates across North America (US and Canada, excluding Quebec). If you are located near one of our hubs (Burnaby, Calgary, or Toronto), you will be expected to work in the office a minimum of twice per week on our designated Anchor Days.Clio is looking for a Director of Product-Led Growth & Billing Systems, a rare, high-impact opportunity to own two of the most strategically important and interconnected areas of our product organization under one mandate for the first time.This is not a role for someone who wants to inherit a playbook. It's for someone who wants to write one, defend it, and drive it forward in a fast-moving, high-stakes environment.On one side, you will lead our PLG function across Clio's full and growing product portfolio, building the teams, and growth loops that make the product itself a primary driver of acquisition, activation, and expansion.On the other side, you will own Clio's Billing System (CBS), our internal system that powers how we configure, quote, package, and ultimately charge our customers. CBS is mission‑critical. It sits at the intersection of product, sales, finance, and go‑to‑market, and nearly every team at Clio has a stake in it.The reason these two mandates live together is intentional. CBS is one of the biggest unlock mechanisms for PLG at Clio. Owning both means you have the autonomy to move fast, remove your own blockers, and build growth experiences that aren’t constrained by a system you don’t control. It also means you need to be exceptionally good at making decisions under pressure and bringing stakeholders along even when they don’t get what they want.The Problem You're SolvingClio has been a sales‑led organization for most of its history and that motion has worked. Now our product portfolio has grown to the point where the product itself can and should be a key driver of growth, and our billing infrastructure needs to keep pace with that ambition.We need someone who has lived and led through a PLG transition before. Not just read about it, actually done it. Someone who has felt the friction of installing PLG into a sales‑first culture, who has made mistakes and learned from them, and who knows exactly what it takes to make this kind of shift stick.We also need someone who understands that owning a complex, high‑dependency system like CBS is as much about stakeholder management and prioritization discipline as it is about product craft. CBS attracts strong opinions from every corner of the business and priorities are always competing.What You'll OwnProduct‑Led GrowthPLG strategy and vision across Clio's full product suite, defining the framework, metrics,



and roadmap for growing through the productTeam leadership across multiple squads focused on acquisition, activation, onboarding, and expansionOwnership of the end‑to‑end growth loop from first touch through activation and expansion, and identification of the highest‑leverage investment pointsBuild an experimentation culture, creating a pragmatic, fast‑moving test‑and‑learn engine that the whole organization can rally aroundIntegrate AI‑enabled growth, actively deploying AI tools and capabilities to accelerate team output and Clio's growth experimentsClio's Billing System (CBS)Full product ownership of CBS, Clio's internal system used to configure pricing, generate quotes, manage packaging, and charge customersLead an existing product team of 2 Senior PMs today and fill 3 additional roles, with full accountability for the roadmap, health, and evolution of both areasManage a complex, high‑demand stakeholder landscape across Sales, Finance, Marketing, GTM, and ProductPartner with the GTM Monetization team to ensure CBS enables Clio's pricing and packaging strategyMake data‑driven decisions under pressure, advocating a clear point of view to senior stakeholders and accepting that not all will be happyAcross BothAlign across Sales, Marketing, Customer Success, Finance, and Data teams to synchronize PLG and CBS with Clio's broader go‑to‑market motionReport to the VP of Product and contribute to how Clio thinks about growth and monetization infrastructure at the portfolio levelProvide tooling and instrumentation, ensuring data, telemetry, and tooling support fast, confident decisionsWhat We're Looking ForProven experience taking a B2B SaaS company from sales‑led to product‑led, or building significant PLG capability inside an organization that didn’t have it. Demonstrated wins, deep understanding of PLG as a company‑wide philosophy, and the ability to bring people along on that journey.Exceptional stakeholder management skills, operating in environments where many teams have competing claims. Ability to listen, synthesize, prioritize, and communicate decisions while maintaining trust.Decisiveness: form opinions based on evidence, articulate them clearly, stand behind them, and build consensus when necessary.Hands‑on leadership: actively review experiments, push on trade‑offs,



and do real work alongside the team.Technical background sufficient to own and make decisions about a complex billing or commerce system with broad business dependencies.Experience integrating AI into workflow, running experiments, synthesizing data, and building a culture that values speed and evidence.Minimum Qualifications10+ years of experience in product growth or product management in a B2B SaaS environmentDemonstrated experience building and scaling PLG across a multi‑product portfolioExperience leading and developing high‑performing, cross‑functional product teamsDeep fluency in growth metrics: activation rates, time‑to‑value, expansion revenue, NRR, PQLs, and tracking systemsExperience transitioning a sales‑led organization toward a product‑led modelTechnical background sufficient to own a complex product system with broad business dependenciesProven ability to manage a high‑volume, high‑stakes stakeholder environment and make decisions under pressureStrong data and analytical skills; comfortable owning a metrics framework and building investment casesExcellent communicator and cross‑functional partner; influenced without fullauthority and brought skeptics alongBased in the US or CanadaNice to HavesExperience owning a billing, pricing, or commerce system in a SaaS environmentExperience in legal tech or other regulated‑industry verticalsBackground spanning both product and marketing rolesExperience at a company that has gone through significant growth inflection (Series D or beyond, or post‑IPO)CompensationCompetitive, equitable salary with top‑tier health, dental, and vision insuranceHybrid work workplace; local Clions in Vancouver, Calgary, Toronto, Dublin, and Sydney expected to be in office at least twice per week$2,000 annual counseling benefitRRSP matching and RESP contributionClioversary recognition program with special acknowledgement at 3, 5, 7, and 10 yearsThe expected salary range for this role is $204,000 to $255,000 to $306,000 CAD. Separate salary bands exist for other regions based on local currency. The role is eligible for variable pay based on company performance, paid quarterly.Diversity, Inclusion, Belonging and Equity (DIBE) & AccessibilityClio provides accessibility accommodations during the recruitment process. If you require any accommodation, let us know and we will work with you to meet your needs. We are committed to equal employment and encourage candidates from all backgrounds to apply. Learn more about our culture at clio.Com/careers.DisclaimerWe only communicate with candidates through official @clio.Com email addresses.#J-18808-Ljbffr

📌 Director, Product-Led Growth & Billing Systems - C$204,000 - C$255,000 A Year (Winnipeg)
🏢 Clio
📍 Winnipeg