Flywheel Digital scales growth channels for some of the world’s top education and consumer brands, such as Good Inside, Native Shoes, UBC, and Earth Rated. But more importantly, we only work with good people.

We believe digital-first work has the unique potential to unlock growth, connection, craft, and freedom. Our mission is to bring that potential to life for our team and clients. We deliver measurable long-term growth outcomes, act as an extension of in-house teams, and turn data into insight. This has led to high-profile industry awards, including Search Engine Land’s Boutique SEO Agency of the Year and Globe and Mail’s Canada’s Fastest-growing Companies.

We're hiring a VP, Client Strategy to lead our delivery organization as Flywheel scales from 15 people to 30+. This is a full-time, remote-first position, with occasional in-person commitments in Toronto and/or Vancouver.

High Level

We're looking for a talented VP, Client Strategy who thinks like a marketer and operates like an owner. You'll oversee our entire client portfolio and the team that serves it.

As the right hand to Flywheel's CEO, you'll be the leader to our entire delivery organization: the strategy behind our client work, the practices that make clients stay, the pitches that win new ones, the team of 15+ FTEs that delivers it all, and the operations that keep it profitable.

This is an opportunity for someone entrepreneurial and ambitious — ideally someone who's already been through the journey of scaling a services business and wants to do it again, with more craft, a people-first approach, and better tools. If you're energized by building the engine, not just running it, we'd love to meet you.

Responsibilities

• Client Strategy, Standards & Outcomes: You own the strategic direction of Flywheel's client portfolio. You ensure every engagement has a clear growth thesis, measurable outcomes, and a roadmap that connects our work to what clients actually care about. You set our standard for great results, and that standard is AI native with people and brands at the heart of it. You step in personally on our highest-stakes accounts.
• Retention & Account Management Practices: You set the standards for magical client touchpoints — from quarterly strategy reviews and annual account reviews to weekly syncs and reporting. You make sure every interaction, big or small, reinforces Flywheel brand promise and integrates us into their business.
• Pitching: You work with our sales and marketing organization, as well as our partner ecosystem, to craft compelling narratives and scopes for potential new clients. You bring the marketer's instinct and strategist's rigor that turn good pitches into won deals.
• Team Leadership: You manage, develop, and empower a team that spans senior leaders through to specialists. You build the coaching rituals, standards, and career paths that grow the next generation of Flywheel leaders from within.
• Operational Excellence: You oversee all delivery operations, keeping us profitable as we scale. You continuously find ways to better leverage AI in our workflows, from resourcing and utilization to process and margins, so the team spends more of its time on high-judgment, high-craft work.

Qualifications

The right person has 8–12+ years' experience (or equivalent skills) in client strategy, account leadership, or agency/consultancy leadership, including several years leading teams.

You have experience in most of the following:

• Client strategy or account leadership at a digital or performance marketing agency
• Scaling a services business through a growth stage (e.g., ~15 to 30+ people)
• Executive stakeholder management