Director, Product-Led & Billing Systems

Position: Director, Product-Led Growth & Billing Systems
Clio is the global leader in legal AI technology, empowering legal professionals and law firms of every size to work smarter, faster, and more securely.

We are transforming the legal experience for all by bettering the lives of legal professionals while increasing access to justice.

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. This means priorities shift frequently, every stakeholder has an opinion, and someone needs to hold the line.

That someone is you.

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.

The Problem You're Solving

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 (amongst others).

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. Your job is to be a fair, clear, and decisive decision-maker across all of them.

What You'll Own

Product-Led Growth

* PLG strategy and vision across Clio's full product suite, defining the framework, the metrics, and the roadmap for how we grow through the product

* Team leadership across multiple squads focused on acquisition, activation, onboarding, and expansion

* The growth loop, owning the end-to-end funnel from first touch through activation and expansion, and identifying the highest-leverage places to invest

* Experimentation culture, building a pragmatic, fast-moving test-and-learn engine that the whole organization can rally around

* AI-enabled growth, actively identifying and deploying AI tools and capabilities to accelerate your team's 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

* Leadership of an existing product team of 2 Senior PMs today, one embedded in PLG and one in CBS, with 3 additional open roles to fill, and full accountability for the roadmap, health, and evolution of both areas

* Stakeholder management across a complex, high-demand landscape. Sales, Finance, Marketing, GTM, and Product all depend on CBS, and you will be the person who sets priorities, communicates tradeoffs clearly, and holds the line when needed

* Monetization partnership, working closely with the GTM Monetization team as a key stakeholder to ensure CBS enables Clio's pricing and packaging strategy

* Decision-making under pressure. CBS is a system where everyone has opinions and priorities shift constantly. You will need to form a clear point of view, advocate for it confidently across senior stakeholders, and make calls that don't always make everyone happy

Across Both

* Cross-functional alignment, working shoulder-to-shoulder with Sales, Marketing, Customer Success, Finance, and Data teams to ensure PLG and CBS work in lockstep with Clio's broader…