Director, Product-Led & Billing Systems

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 ing 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.

Clio 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.

Product‑Led Growth

• PLG strategy and vision across Clio's full product suite, defining the framework, metrics, and roadmap for growing through the product
• Team leadership across multiple squads focused on acquisition, activation, onboarding, and expansion
• Ownership of the end‑to‑end growth loop from first touch through activation and expansion, and identification of the highest‑leverage investment points
• Build an experimentation culture, creating a pragmatic, fast‑moving test‑and‑learn engine that the whole organization can rally around
• Integrate AI‑enabled growth, actively deploying AI tools and capabilities to accelerate team output and Clio's growth experiments

Clio's Billing System (CBS)

• Full product ownership of CBS, Clio's internal system used to configure pricing, generate quotes, manage packaging, and charge customers
• Lead 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 areas
• Manage a complex, high‑demand stakeholder landscape across Sales, Finance, Marketing, GTM, and Product
• Partner with the GTM Monetization team to ensure CBS enables Clio's pricing and packaging strategy
• Make data‑driven decisions under pressure, advocating a clear point of view to senior stakeholders and accepting that not all will be happy

Across Both

• Align across Sales, Marketing, Customer Success, Finance, and Data teams to synchronize PLG and CBS with Clio's broader go‑to‑market motion
• Report to the VP of Product and contribute to how Clio thinks about growth and monetization infrastructure at the portfolio…