Senior Director, Omni Channel Sales

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  

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. 

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
• Competitive paid time off, including annual leave plus paid public holidays
• 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 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 recruitment@flywheeldigital.com so that we can support you.

For more information about what data we collect and how we use it, please refer to our Privacy Policy.   We leverage AI technology to streamline our hiring workflow, though all candidate decisions are made by our Talent Acquisition Team. This position is for an existing vacancy.   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, click here.   Please note, we do not accept unsolicited resumes from 3rd party Recruitment Firms.    #LI-HYBRID