Jobs and Careers
SW
Retail Sales Director
SwiftlyUnited States (Remote), United StatesRemotefull_timeVerifiedPosted 3 Mar 2026
About the role
Swiftly is a retail digital technology startup founded in 2018 and headquartered in the Bay Area. We empower regional and independent grocers to compete in a digital-first world by providing best-in-class app, web, loyalty, and e-commerce solutions—without SaaS fees. Instead, Swiftly drives revenue through its retail media network, sharing profits with retailer partners.With 70+ retailer banners and Series C funding, Swiftly is the first in the industry to seamlessly connect digital and in-store shopping. Our AI-powered platform helps retailers build strong digital relationships, while our solutions—Audience Optimizer™, Alcohol Cashback, and Offsite Campaigns—drive shopper engagement and brand success.
Our mission: Enable brick-and-mortar retailers to thrive in a digital world.
Position Summary: Swiftly is seeking a high-performing, hunter-oriented Retail Sales Director to lead new retailer acquisition across the Central to East U.S. regions. This role is responsible for sourcing, developing, and closing net-new grocery partnerships. The ideal candidate brings deep expertise in the grocery retail ecosystem, strong knowledge of digital media and retail media monetization, and an established network within regional and enterprise grocery chains. This role will report to the SVP of Retail and play a critical role in expanding Swiftly’s footprint with multi-unit grocery operators seeking to modernize their digital capabilities and unlock new retail media revenue streams.Candidates must be located in Central/East time zones.
Working For SwiftlyWe ar
Our mission: Enable brick-and-mortar retailers to thrive in a digital world.
Position Summary: Swiftly is seeking a high-performing, hunter-oriented Retail Sales Director to lead new retailer acquisition across the Central to East U.S. regions. This role is responsible for sourcing, developing, and closing net-new grocery partnerships. The ideal candidate brings deep expertise in the grocery retail ecosystem, strong knowledge of digital media and retail media monetization, and an established network within regional and enterprise grocery chains. This role will report to the SVP of Retail and play a critical role in expanding Swiftly’s footprint with multi-unit grocery operators seeking to modernize their digital capabilities and unlock new retail media revenue streams.Candidates must be located in Central/East time zones.
Responsibilities Include:
- Own and execute the full-cycle sales process for net-new grocery retailers
- Prospect and penetrate regional and enterprise grocery chains across the Central and East U.S.
- Develop territory strategy with your target account lists, and multi-threaded outreach plans
- Identify and engage C-suite stakeholders
- Identify key decision‐makers and develop action plans to deepen client relationships
- Develop and implement strategic account plans to maximize revenue potential and ensure long-term customer success
- Build and maintain strong client relationships, acting as a trusted advisor for retailers looking to enhance their digital capabilities
- Conduct high-impact sales presentations and product demonstrations to key decision-makers
- Leverage sales data and market insights to identify opportunities for expansion and optimize sales strategies
- Collaborate cross-functionally with marketing, product, and customer success teams to ensure smooth onboarding and ongoing engagement with clients
- Accurately forecast and report on sales performance, maintaining pipeline visibility in Salesforce
- Develop an intimate understanding of Swiftly’s business and our clients using a variety of sources
- Other related duties as assigned
Required Qualifications:
- 7+ years of experience in grocery retail, retail media, adtech, or digital advertising sales
- Proven success in new logo acquisition within the grocery or retail ecosystem
- Deep understanding of: Regional and enterprise grocery operators, Loyalty platforms and first-party data, Retail media networks (onsite & offsite), and/or Digital circular & promotional ecosystems
- Demonstrated ability to sell into executive leadership
- Strong negotiation, business case development, and closing skills
- Experience managing complex, multi-stakeholder sales cycles
- Proficiency in Salesforce and sales forecasting tools
- Ability to work independently and adapt in a high-growth, dynamic environment
- Strong listening, questioning, presentation, and negotiation skills ‐ outstanding communication and interpersonal skills
- Disciplined time management and ability to work under pressure in a cross functional environment
- Advanced computer software proficiency (Word, Excel, Outlook, PowerPoint and Salesforce)
- High level of expertise in analyzing information and making information-based recommendations
- This position is not eligible for visa sponsorship. Applicants must be authorized to work in the U.S. without the need for current or future sponsorship
Preferred Qualifications:
- Existing relationships with regional grocery chains in the Central/East U.S
- Experience selling retail media or digital transformation solutions
- Knowledge of grocery technology ecosystem (loyalty, POS, data feeds, media measurement)
- Experience attending and leveraging industry events for pipeline development
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