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Flywheel

Commercial Growth Director, Enterprise

Hybrid

Toronto, Canada

Full Time

15-10-2025

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Skills

Go Salesforce Sales Prospecting CRM Programming Organization Marketing Analytics

Job Specifications

About Flywheel

Flywheel's suite of digital commerce solutions accelerate growth across all major digital marketplaces for the world's leading brands. We give clients access to near real-time performance measurement and improve sales, share, and profit. With teams across the Americas, Europe and APAC, we offer a career with real impact, endless growth opportunities and the support you need to be the best you can be.

The Opportunity

Flywheel Digital is seeking a dynamic and strategic Commercial Director to drive revenue growth and long-term client success within the Enterprise segment. This role is responsible for maximizing revenue from an assigned portfolio of enterprise customers, crafting and executing strategic plans, and ensuring our solutions align with client objectives to drive measurable business impact.

The ideal candidate will be a proven leader in enterprise sales, capable of fostering deep client relationships, identifying and capitalizing on new revenue opportunities, and collaborating cross-functionally to deliver exceptional value.

What You Will Do:

Own Commercial Strategy & Execution: Drive revenue growth and renewal success across an enterprise customer portfolio.
Develop & Execute Account Plans: Build strategic account plans, manage forecasting, and drive execution to achieve revenue goals.
Enterprise Sales & Revenue Growth: Lead complex sales cycles, leveraging a consultative approach to uncover customer needs and position Flywheel Digital's solutions effectively.
Forecasting & Pipeline Management: Build and maintain a robust sales pipeline, ensuring accurate revenue forecasts on a monthly and quarterly basis.
Solution Selling: Identify business challenges within enterprise organizations and map them to the right solutions within our suite of products.
Collaborate Cross-Functionally: Partner with Client Services, Product, Solutions Engineering, Marketing, and Billing teams to ensure seamless service delivery and client success.
Executive Stakeholder Engagement: Effectively communicate and negotiate with stakeholders across all levels of an enterprise organization.
Deliver Persuasive Presentations: Prepare and deliver data-driven, customized presentations that align with client KPIs and strategic business goals.
Leverage CRM & Analytics: Maintain accurate records in Salesforce, ensuring all opportunities and interactions are well-documented.
Industry & Product Expertise: Stay ahead of digital commerce trends and continuously refine your understanding of Flywheel Digital's evolving product offerings.

Who You Are:

Progressive years selling solutions in the Digital Commerce space (SaaS or full service)
Terrific collaborator who excels at working cross functionally across internal teams (product, client success) to achieve your targets
Proven history of quota attainment for renewal and growth targets on a quarterly and annual basis
Prospecting skills: Experience at identifying key personas and generating interest for additional products via a consultative approach
Discovery skills: Possess strong discovery skills and adept at identifying customer challenges and connecting them to product/service solutions
Process oriented experience mastering and following a sales playbook
Team player: Someone who brings a winning spirit to the team
You possess excellent presentation and storytelling skills to explain the power of a product or solution to a client

This position is commission eligible.

Working at Flywheel

We are proud to offer all Flywheelers a competitive rewards package and unparalleled career growth opportunities and a supportive, fun and engaging culture.

We have office hubs across the globe where team members can go to feel productive, inspired, and connected to others - team members go into Hub Offices 3x a week
Flexible vacation time
Great learning and development opportunities
Benefits that help you live your best life
Parental leave and benefits
Volunteering opportunities
If you're looking to connect with teammates on a topic of inclusion and identity, chances are there's an ERG for that.
So you know: The hired candidate will be required to complete a background check
Learn more about us here: Life at Flywheel

The Interview Process:

Every role starts the same, an introductory call with someone from our Talent Acquisition team. We will be looking for company and values-fit as well as your professional experience; there may be some technical role-specific questions during this call.

Every role is different after the initial call, but you can expect to meet several people from the team 1:1 and there might be further skill assessments in the form of a Take Home Assignment/Case Study Presentation or Pair Programming/Live Coding exercise depending on the role. In your initial call, we will walk you through exactly what to expect the process to be.

Inclusive Workforce

Flywheel Commerce Network's goal is to create a culture where all individuals of all backgrounds feel comfort

About the Company

Flywheel's unified best-in-class services combine tailored expertise with cutting-edge software solutions to achieve a singular goal: To pioneer the future of commerce and inspire a new standard of partnership. As the leader of every major marketplace platform, we pride ourselves on our size and influence, but what really sets us apart is our unwavering commitment to providing a customized level of service. Client success is what drives us. Know more