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Senior Commercial Growth Director, Enterprise

Flywheel DigitalBaltimore, MD

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Job Description

The Opportunity

Flywheel Digital is seeking an accomplished and visionary Senior Director, Commercial Growth to lead revenue acceleration and long-term client partnerships across our most strategic enterprise accounts. In this highly visible leadership role, you will set the commercial vision for your portfolio, influence the enterprise go-to-market strategy, and drive transformational growth while ensuring our solutions become indispensable to our clients' success.

As a key member of Flywheel Digital's commercial leadership team, you will lead, mentor, and develop a team of high-performing commercial professionals, foster deep executive relationships with clients, and partner with senior leaders across Product, Client Services, and Marketing to shape both client and company outcomes. You will be a critical voice in shaping our enterprise value proposition and evolving our approach to digital commerce.

What You Will Do:

  • Establish the long-term commercial vision for the enterprise segment, aligning revenue goals with organizational objectives and market opportunities.
  • Own and exceed revenue, growth, and retention targets for the enterprise segment by identifying, structuring, and closing complex, high-value opportunities.
  • Build and sustain trusted relationships with C-level and senior executives at client organizations, serving as a strategic advisor and Flywheel Digital ambassador.
  • Oversee the development and execution of sophisticated, multi-year account plans for the largest and most strategic clients, ensuring Flywheel Digital's solutions are embedded within their digital transformation agendas.
  • Collaborate closely with Product, Solutions Engineering, Marketing, and Client Services leadership to deliver integrated, client-centric solutions and drive organizational alignment around client needs.
  • Deliver accurate, actionable forecasts and business insights to the executive team; leverage data to inform strategic decisions and optimize commercial performance.
  • Build, coach, and inspire a high-performing commercial team; foster a culture of excellence, collaboration, and continuous improvement.
  • Represent Flywheel Digital as a subject matter expert and thought leader at industry events and in client forums; stay ahead of digital commerce trends to anticipate client needs and inform product strategy.
  • Optimize commercial processes, drive adoption of best practices, and champion the effective use of Salesforce and analytics to maximize efficiency and results.

Who You Are:

  • 10+ years of progressive experience in enterprise sales, business development, or commercial strategy within Digital Commerce, SaaS, or digital services, including direct leadership of senior sales/account teams.
  • Demonstrated ability to craft and execute commercial strategies that drive sustained revenue growth and client impact at scale.
  • Proven track record of building C-suite relationships and influencing executive decision-making within Fortune 1000 organizations.
  • Exceptional collaborator with experience driving alignment and outcomes across Product, Marketing, and Client Services.
  • Expertise in pipeline management, forecasting, and leveraging analytics to inform decisions and optimize performance.
  • Experienced in building, developing, and leading high-performing teams; able to motivate and mentor others to achieve their full potential.
  • Outstanding presentation, storytelling, and negotiation skills; able to communicate complex solutions with clarity and impact to executive audiences.

This position is commission eligible.

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