Senior Director, Omni Channel Sales

Flywheel Digital•Rogers, AR

1d•Hybrid

About The Position

Flywheel's suite of digital commerce solutions accelerate growth across all major digital marketplaces for the world's leading brands. They provide clients with near real-time performance measurement and improve sales, share, and profit. With teams across the Americas, Europe and APAC, Flywheel offers a career with real impact, endless growth opportunities and support. The company is looking for a Senior Director, Omni Channel Sales (Walmart/Target) to join their North American New Business team. This role will drive strategic revenue growth across some of the world’s largest brands, specifically accelerating Flywheel’s growth within the Walmart and Target segments by building senior-level relationships, identifying high-value opportunities, and expanding presence across priority accounts. The Senior Director will develop and lead a consultative sales strategy within an assigned portfolio of target brands, focusing on unlocking enterprise-level partnerships and long-term commercial success. The role involves cross-functional collaboration with pre-sales, marketing, product marketing, and client services teams to shape compelling solutions, engage executive stakeholders, and drive opportunities through the full sales lifecycle. This position is ideal for a highly strategic, commercially minded sales leader with deep experience selling into large brands, particularly in retail media, commerce, CPG, or adjacent digital services, who possesses executive presence, strong business acumen, and a proven ability to influence complex buying groups while translating market trends into meaningful client solutions.

Requirements

10+ years of sales or business development experience, with a strong track record of selling mid-market to enterprise solutions into large organizations
Meaningful experience working within or selling into Walmart and/or Target ecosystems
Proven ability to build executive relationships, navigate complex organizations, and align multiple stakeholders around a strategic solution
Strong understanding of the end-to-end enterprise sales process, including prospecting, solution development, negotiation, forecasting, and closing
Highly motivated hunter with the strategic mindset to identify, develop, and convert large-scale business opportunities
Exceptional communicator who can confidently engage audiences from day-to-day operators to senior executives
Naturally curious, commercially sharp, and deeply focused on delivering positive client outcomes
Solutions-oriented mindset and comfortable operating in ambiguity, solving complex problems, and building structure where needed
Ability to analyze performance dashboards and use spreadsheets, including Excel formulas and pivot tables, to extract insights and tell a clear story from imperfect or complex data
Highly organized, detail-oriented, and able to manage multiple priorities and sales opportunities simultaneously
Strong sense of ownership and a bias for action, with a willingness to roll up your sleeves and do what it takes to move the business forward
Collaborative team player who contributes positively to cross-functional partnerships and the overall success of the team
Comfortable traveling as needed

Nice To Haves

Experience in retail media, commerce, CPG, or digital marketing services is strongly preferred

Responsibilities

Own and drive revenue growth against goal for a defined portfolio of targeted brands within the Walmart and Target segments
Develop and execute a strategic new business plan to grow Flywheel’s presence with large enterprise brands and priority prospects
Build, manage, and advance a qualified pipeline of new business opportunities, with a focus on high-value, multi-service engagements
Lead complex, consultative sales cycles from initial engagement through solution development, negotiation, and close
Build and maintain senior and executive-level client relationships, serving as a trusted advisor to key decision-makers across prospective accounts
Act as a subject matter expert on Flywheel’s capabilities, services, and value proposition, clearly articulating how our solutions solve client pain points and drive measurable outcomes
Partner with internal stakeholders to shape and deliver tailored proposals, business cases, and pitch presentations that align Flywheel’s offerings to client priorities
Translate industry news, macro trends, retailer dynamics, and competitive developments into actionable recommendations for prospects and clients
Collaborate closely with pre-sales, product marketing, and marketing teams to create joint demand generation strategies, use cases, and account-based engagement plans
Work with Client Services and broader commercial teams to ensure strong alignment on service capabilities, go-to-market messaging, and market demand
Maintain accurate and disciplined lead, pipeline, and forecast reporting, providing visibility into performance, opportunity health, and revenue outlook
Represent Flywheel at industry events, trade shows, and networking opportunities to build market presence and identify future clients
Contribute to the ongoing refinement of sales strategy, territory planning, and commercial best practices across the broader North American New Business team
Mentor and influence others across the organization through leadership, collaboration, and a strong point of view on market opportunities and growth strategy