Commercial Director, Consulting and Retail Insights New Toronto, Ontario, Canada

Flywheel Digital LLC; Toronto; Hybrid; CAD 120,000 - 180,000; Full time

Job summary

Join a leading company in digital commerce as the Commercial Director for Retail Insights and Consulting. You will drive growth by developing strategies for analytics and consulting services, building relationships with industry leaders, and leading solution-based sales. Your expertise in digital retail and consulting will be key to Flywheel's expansion and influence in the market. Embrace an opportunity that blends analytical skills with strategic sales in an engaging, supportive environment.

Benefits

Flexible vacation time

Learning and development opportunities

Parental leave and benefits

Work in office hubs globally

Volunteering opportunities

Qualifications

• Experience in sales or consulting related to digital retail and analytics.
• Ability to build relationships with C-suite executives.
• Track record of exceeding sales targets and managing complex negotiations.

Responsibilities

• Own the sales strategy and execution for retail insights and consulting.
• Lead solution-based sales cycles and client relationship building.
• Manage sales pipeline and forecast opportunities accurately.

Skills

B2B sales

Business development

Account management

Consulting

Market intelligence

Digital commerce

Retail media

ECommerce analytics

Education

Bachelor’s or Master’s degree in Business or related field

Job description

Commercial Director, Consulting and Retail Insights

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

As Commercial Director, Retail Insights & Consulting, you will spearhead the commercial growth of Flywheel’s market-leading Retail Insights and Consulting solutions. You will own the end-to-end sales process for advanced analytics, market intelligence, and consulting engagements, acting as a trusted advisor to senior leaders at the world’s top manufacturers and retailers. Your consultative approach, deep retail & digital commerce knowledge, and ability to articulate complex value propositions will be key to expanding Flywheel’s influence in the market.

What You Will Do:

• Own the sales strategy and execution for Retail Insights and Consulting services, exceeding revenue targets and expanding Flywheel’s footprint with new and existing enterprise clients.
• Lead complex solution-based sales cycles, understanding client business challenges and aligning Flywheel’s analytics and consulting offerings to deliver measurable value.
• Build deep, trusted relationships with C-suite and senior stakeholders at leading brands and retailers, acting as their go-to advisor for digital commerce, retail media, and market intelligence.
• Articulate the differentiated value of Flywheel’s Market Intelligence and Retail Insights platforms—including advanced analytics, competitive intelligence, and custom consulting—to drive commercial outcomes.
• Partner cross-functionally with Consulting, Analytics, Product, and Marketing to ensure seamless delivery of solutions and maximize client satisfaction and retention.
• Represent Flywheel at industry events, webinars, and client workshops; contribute to thought leadership on retail trends, digital shelf performance, omnichannel strategy, and retail media.
• Manage a robust sales pipeline, accurately forecast opportunities, and report on progress to executive leadership.
• Gather and communicate market intelligence and evolving client needs to internal product and consulting teams to inform solution enhancements.

Who You Are:

• Experience in B2B sales, business development, or account management, preferably selling analytics, SaaS, consulting, or market intelligence solutions to CPG, Retail, or eCommerce clients.
• Deep knowledge of digital retail, retail media, eCommerce analytics, and the manufacturer/retailer ecosystem.
• Strong ability to uncover client needs, translate complex analytics into actionable business recommendations, and position yourself as a trusted advisor.
• Demonstrated success building and nurturing executive-level client relationships and influencing C-suite decision makers.
• Track record of meeting or exceeding sales targets; skilled in pipeline management, deal negotiation, and closing.
• Excellent presentation, communication, and storytelling skills, with experience leading client meetings, workshops, and industry events.
• Ability to work cross-functionally with technical, consulting, and product teams in a fast-paced, growth-oriented environment.
• Passion for staying ahead of retail and digital commerce trends; eager to contribute to industry thought leadership.

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

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 comfortable in bringing their authentic selves to work. We want all people to feel included and empowered to contribute fully to our vision and goals. Flywheel Commerce Network is an Equal Opportunity Employer and participates in E-Verify. All applicants will receive fair consideration for employment. We do not discriminate based upon race, color, religion, sex, sexual orientation, age, marital status, gender identity, national origin, disability, or any other applicable legally protected characteristics in the location in which the candidate is applying.

If you have any accessibility requirements that would make you more comfortable during the application and interview process, please let us know at [e-mail] so that we can support you.

For more information about what data we collect and how we use it, please refer to ourPrivacy Policy .

IMPORTANT ALERT:Please beware of fraudulent job communications from individuals falsely claiming to be from Flywheel. We've identified fraudulent activity through social media and messaging services purporting to be from Flywheel requesting payments for job- and recruitment-related expenses. Flywheel never asks candidates for personal information such as bank account data or tax IDs nor payments via social media or chat-based applications. Report suspected fraud to local authorities immediately. To learn more, clickhere .

Please note,we do not accept unsolicited resumes from 3rd party Recruitment Firms.

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