The Opportunity  

We are looking for a Senior Director, Omni Channel Sales (Walmart/Target) to join our North American New Business team and drive strategic revenue growth across some of the world’s largest brands. This role will focus specifically on accelerating Flywheel’s growth within the Walmart and Target segments, building senior-level relationships, identifying high-value opportunities, and expanding our presence across priority accounts.

As a Senior Director, you will develop and lead a consultative sales strategy within an assigned portfolio of target brands, with a focus on unlocking enterprise-level partnerships and long-term commercial success. You will work cross-functionally 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 role is ideal for a highly strategic, commercially minded sales leader with deep experience selling into large brands, ideally across retail media, commerce, CPG, or adjacent digital services. You bring executive presence, strong business acumen, and a proven ability to influence complex buying groups while translating market trends into meaningful client solutions. 

What You Will Do:  

• 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 

Who You Are:  

• You have 10+ years of sales or business development experience, with a strong track record of selling mid-market to enterprise solutions into large organizations 
• You have meaningful experience working within or selling into Walmart and/or Target ecosystems; experience in retail media, commerce, CPG, or digital marketing services is strongly preferred 
• You have a proven ability to build executive relationships, navigate complex organizations, and align multiple stakeholders around a strategic solution 
• You bring a strong understanding of the end-to-end enterprise sales process, including prospecting, solution development, negotiation, forecasting, and closing 
• You are a highly motivated hunter with the strategic mindset to identify, develop, and convert large-scale business opportunities 
• You are an exceptional communicator who can confidently engage audiences from day-to-day operators to senior executives 
• You are naturally curious, commercially sharp, and deeply focused on delivering positive client outcomes 
• You have a solutions-oriented mindset and are comfortable operating in ambiguity, solving complex problems, and building structure where needed 
• You can 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 
• You are highly organized, detail-oriented, and able to manage multiple priorities and sales opportunities simultaneously 
• You have a 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 
• You are a collaborative team player who contributes positively to cross-functional partnerships and the overall success of the team 
• You are comfortable traveling as needed 

This position is commission eligible. 

The Opportunity 

Flywheel is seeking a dynamic, results-driven Business Development Director to join our North American New Business team. In this pivotal role, you'll identify and cultivate high-impact partnerships with growth-minded mid-market brands, helping them achieve ambitious objectives by leveraging Flywheel's comprehensive solutions and services. 

This role is ideal for an experienced sales leader who is passionate about driving client growth, skilled at building relationships across multiple stakeholder levels, and excels at creating tailored go-to-market strategies that resonate with mid-market organizations. You'll be a key driver in expanding Flywheel's footprint, working cross-functionally to develop value-driven solutions aligned with each partner's strategic priorities. 

What You’ll Do 

• Drive Mid-Market Growth: Own and exceed revenue targets within an assigned territory, identifying and cultivating relationships with key decision-makers across target accounts. 
• Strategic Pipeline Development: Proactively prospect, qualify, and build a robust pipeline of new business opportunities within the mid-market segment, focusing on high-growth and established brands with clear expansion potential. 
• Consultative Sales Leadership: Lead multi-stakeholder sales cycles from initial discovery through close, navigating organizational dynamics while maintaining focus on client needs and outcomes. 
• Trusted Advisory Partnership: Serve as a knowledgeable partner, understanding client business challenges, market positioning, and growth objectives to recommend impactful, customized solutions. 
• Go-To-Market Strategy: Collaborate with pre-sales, product marketing, and customer success teams to develop tailored go-to-market approaches, presentations, and business cases that resonate with mid-market buyers. 
• Relationship Building: Establish and maintain strong relationships with key stakeholders at various organizational levels, from operations managers to C-suite, ensuring alignment and continuity throughout the sales process. 
• Market Insights & Communication: Deliver clear, data-backed recommendations to internal and external stakeholders; stay informed on market trends and competitive landscape to position Flywheel effectively. 
• Pipeline Management: Maintain accurate forecasting, reporting, and CRM discipline; leverage data to refine strategy and optimize sales outcomes. 
• Cross-Functional Collaboration: Work seamlessly with internal teams to ensure smooth transitions post-sale and support long-term client success and expansion. 

Who You Are 

• Proven Mid-Market Sales Leader: 5+ years selling solutions to mid-market organizations, with a consistent track record of meeting or exceeding sales targets (retail media, CPG, or MarTech experience a plus). 
• Relationship Builder: Comfortable engaging with decision-makers at multiple levels; skilled at building trust and guiding collaborative sales conversations. 
• Market Awareness: Solid understanding of mid-market business dynamics, industry trends, and the evolving needs of growth-focused brands. 
• Strategic Thinker: Capable of building go-to-market strategies, analyzing data and market trends (Excel proficiency required), and translating insights into actionable recommendations. 
• Business Savvy: Commercially minded with a solutions-focused approach; able to understand client business models and clearly articulate Flywheel's competitive advantages. 
• Strong Communicator: Articulate and persuasive; skilled at crafting compelling narratives and presenting to senior stakeholders with confidence and clarity. 
• Entrepreneurial & Resourceful: Self-motivated, adaptable, and comfortable taking ownership of opportunities from prospecting through close. 
• Organized & Accountable: Strong project management skills with meticulous attention to detail and follow-through on commitments. 
• Collaborative Team Player: Genuinely invested in cross-functional partnerships and contributing to Flywheel's broader growth mission. 
• Client-Focused: Energized by helping ambitious brands discover and capture new growth opportunities with Flywheel. 
• Willing to Travel: Prepared to travel regionally as needed to build relationships, attend industry events, and advance business development initiatives. 

This position is commission eligible. 

The Opportunity 

Flywheel is seeking a dynamic, results-driven Business Development Director to join our North American New Business team. In this pivotal role, you'll identify and cultivate high-impact partnerships with growth-minded mid-market brands, helping them achieve ambitious objectives by leveraging Flywheel's comprehensive solutions and services. 

This role is ideal for an experienced sales leader who is passionate about driving client growth, skilled at building relationships across multiple stakeholder levels, and excels at creating tailored go-to-market strategies that resonate with mid-market organizations. You'll be a key driver in expanding Flywheel's footprint, working cross-functionally to develop value-driven solutions aligned with each partner's strategic priorities. 

What You’ll Do 

• Drive Mid-Market Growth: Own and exceed revenue targets within an assigned territory, identifying and cultivating relationships with key decision-makers across target accounts. 
• Strategic Pipeline Development: Proactively prospect, qualify, and build a robust pipeline of new business opportunities within the mid-market segment, focusing on high-growth and established brands with clear expansion potential. 
• Consultative Sales Leadership: Lead multi-stakeholder sales cycles from initial discovery through close, navigating organizational dynamics while maintaining focus on client needs and outcomes. 
• Trusted Advisory Partnership: Serve as a knowledgeable partner, understanding client business challenges, market positioning, and growth objectives to recommend impactful, customized solutions. 
• Go-To-Market Strategy: Collaborate with pre-sales, product marketing, and customer success teams to develop tailored go-to-market approaches, presentations, and business cases that resonate with mid-market buyers. 
• Relationship Building: Establish and maintain strong relationships with key stakeholders at various organizational levels, from operations managers to C-suite, ensuring alignment and continuity throughout the sales process. 
• Market Insights & Communication: Deliver clear, data-backed recommendations to internal and external stakeholders; stay informed on market trends and competitive landscape to position Flywheel effectively. 
• Pipeline Management: Maintain accurate forecasting, reporting, and CRM discipline; leverage data to refine strategy and optimize sales outcomes. 
• Cross-Functional Collaboration: Work seamlessly with internal teams to ensure smooth transitions post-sale and support long-term client success and expansion. 

Who You Are 

• Proven Mid-Market Sales Leader: 5+ years selling solutions to mid-market organizations, with a consistent track record of meeting or exceeding sales targets (retail media, CPG, or MarTech experience a plus). 
• Relationship Builder: Comfortable engaging with decision-makers at multiple levels; skilled at building trust and guiding collaborative sales conversations. 
• Market Awareness: Solid understanding of mid-market business dynamics, industry trends, and the evolving needs of growth-focused brands. 
• Strategic Thinker: Capable of building go-to-market strategies, analyzing data and market trends (Excel proficiency required), and translating insights into actionable recommendations. 
• Business Savvy: Commercially minded with a solutions-focused approach; able to understand client business models and clearly articulate Flywheel's competitive advantages. 
• Strong Communicator: Articulate and persuasive; skilled at crafting compelling narratives and presenting to senior stakeholders with confidence and clarity. 
• Entrepreneurial & Resourceful: Self-motivated, adaptable, and comfortable taking ownership of opportunities from prospecting through close. 
• Organized & Accountable: Strong project management skills with meticulous attention to detail and follow-through on commitments. 
• Collaborative Team Player: Genuinely invested in cross-functional partnerships and contributing to Flywheel's broader growth mission. 
• Client-Focused: Energized by helping ambitious brands discover and capture new growth opportunities with Flywheel. 
• Willing to Travel: Prepared to travel regionally as needed to build relationships, attend industry events, and advance business development initiatives. 

This position is commission eligible.