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Retail Sales Director, AO

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.


Solution Focus:

Swiftly's Audience Optimizer solutions combine personalization, automation, and digital reach across the open web—including social media, websites, and connected TV—to deliver tailored content directly to shoppers. By replacing traditional paper circulars with targeted digital ads, Audience Optimizer empowers retailers and CPG brands to reach the right customers with the right offers at the right time. This drives higher revenue while enhancing the shopper experience with more personalized and convenient interactions. With deep consumer insights and precision targeting, Audience Optimizer is setting a new standard for measuring the effectiveness of omnichannel advertising and retail foot traffic.


Position Summary:

We are seeking a results-driven Retail Sales Director to lead the charge of selling Swiftly’s Audience Optimizer solution to retail partners. This role is ideal for a strategic, high-performing sales leader who thrives in a fast-paced, tech-forward environment and is passionate about transforming the retail media landscape.

While the role is primarily remote, there will be frequent virtual meetings and client interaction.

Occasional travel may be required for meetings and events. 


Responsibilities Include:
  • Drive the full sales cycle for retail media campaigns—from prospecting to closing—ensuring swift execution and sustainable revenue growth
  • Sell Swiftly’s digital ad solutions to retail partners by highlighting performance-driven outcomes across app, web, and omnichannel platforms
  • Build a robust pipeline of retail media opportunities, with a focus on securing high-value advertising partnerships
  • Develop strong relationships with key marketing and media decision-makers within retail organizations, acting as a strategic advisor for monetizing their digital real estate
  • Craft tailored media proposals and campaign strategies that align with retailer goals and demonstrate measurable ROI
  • Deliver impactful presentations and demos that clearly convey the value of Swiftly’s media capabilities and targeting solutions
  • Collaborate with cross-functional teams—especially marketing, ad operations, and product—to ensure smooth campaign onboarding and execution
  • Use data and insights to optimize sales strategy and inform campaign recommendations, staying ahead of retail media trends
  • Accurately forecast and report sales performance using Salesforce and other sales enablement tools
  • Maintain an expert-level understanding of the retail media ecosystem and Swiftly’s competitive positioning within it
  • Other duties as assigned 


Required Qualifications:
  • 5–7+ years of experience selling digital advertising, media solutions, or adtech platforms, with a strong preference for retail media experience
  • A proven track record of meeting and exceeding quotas by selling digital media campaigns to retail clients
  • Deep understanding of the retail industry’s advertising and shopper marketing landscape
  • Strong ability to develop, pitch, and close performance-based media deals
  • Skilled in building and nurturing relationships with senior-level retail marketers, brand advertisers, and agency partners
  • Proficiency in CRM tools like Salesforce, with the discipline to maintain accurate pipeline data and forecasts
  • Strategic thinker with exceptional communication, presentation, and negotiation skills
  • Comfortable operating in a fast-moving, high-growth environment, with the ability to prioritize and pivot as needed
  • Advanced computer software proficiency (Word, Excel, Outlook, PowerPoint and Salesforce)
  • High level of expertise in analyzing information and making information-based recommendations


Preferred Qualifications:
  • Retail media sales experience is a plus
  • Familiarity with e-commerce, digital advertising, and adtech solutions


$150,000 - $175,000 a year
The salary range is based on the candidates experience as it relates to the role.

#LI-Remote


Working For Swiftly

We are working on a set of problems that require the best in the industry to get right. Our employees are the pillars of the future of the company and they are treated and compensated as such. We're a growing team of experienced industry professionals building an organization that can solve tough problems and values a collaborative environment. 


Every Swiftly employee: 

-Has demonstrated the ability to work collaboratively in an ambiguous, fast-paced environment 

-Takes ownership of their domain from the ground up, from inception through deployment to customers 

-Leaves their ego at the door and ensures the best idea leaves the room 

-Is always experimenting with new technologies and learning new skillsets 


If you've ever wanted to work on a project that blends a gorgeous consumer experience, sophisticated logistics, and scale that rivals the largest technology players, Swiftly is the place for you. 


Equal Opportunity Employer 

Swiftly is an Equal Employment Opportunity and Affirmative Action Employer.  Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender perception or identity, national origin, age, marital status, protected veteran status, or disability status.  

Swiftly will make reasonable accommodations in compliance with the Americans with Disabilities Act of 1990. Reasonable accommodations are available for qualified individuals with disabilities throughout the subsequent application process. 

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CEO of Swiftly
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Jonny Simkin
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$150000K
$175000K

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What You Should Know About Retail Sales Director, AO, Swiftly

Are you ready to take the lead in transforming the retail media landscape? Swiftly, a dynamic retail digital technology startup founded in 2018, is on the lookout for a passionate Retail Sales Director to join our remote team! Based in the Bay Area, we empower independent and regional grocers to thrive in a digital-first world by providing cutting-edge solutions like our Audience Optimizer™. In this pivotal role, you will be driving the sales cycle for our innovative digital ad solutions. You’ll engage with retail partners, build robust pipelines of media opportunities, and utilize your expertise to deliver tailored media proposals. We’re seeking a strategic thinker who excels in client relations and thrives in high-growth environments. With a solid foundation in digital advertising or adtech platforms and a deep understanding of the retail sector, you will help retailers monetize their digital space effectively. Your insights will directly influence revenue growth as you craft compelling campaign strategies and nurture relationships with key decision-makers. Frequent virtual meetings and occasional travel will provide you with the opportunities to connect and collaborate with industry leaders and our talented teams. Join Swiftly and be part of our mission to enable brick-and-mortar retailers to flourish in the ever-evolving digital landscape. If you're excited about sales, innovation, and making a real impact, we can’t wait to hear from you!

Frequently Asked Questions (FAQs) for Retail Sales Director, AO Role at Swiftly
What are the main responsibilities of a Retail Sales Director at Swiftly?

The Retail Sales Director at Swiftly is responsible for the full sales cycle of our digital media campaigns, which includes prospecting, negotiating, and closing deals with retail partners. This role involves building relationships with key decision-makers, developing tailored media proposals, and ensuring smooth campaign execution while maintaining a focus on revenue growth.

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What qualifications are needed to be a Retail Sales Director at Swiftly?

Candidates for the Retail Sales Director position at Swiftly should have 5-7+ years of experience in digital advertising or media solutions, preferably with retail media experience. A proven track record of meeting sales quotas and the ability to develop and maintain relationships with senior retail marketers are crucial for success in this role.

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What is the expected salary range for the Retail Sales Director position at Swiftly?

The salary range for the Retail Sales Director at Swiftly is between $150,000 and $175,000 per year, depending on the candidate's experience and qualifications related to the role, demonstrating our commitment to rewarding hard work and expertise.

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Is experience in e-commerce and adtech solutions preferred for the Retail Sales Director position at Swiftly?

Yes, while not mandatory, familiarity with e-commerce, digital advertising, and adtech solutions is considered a plus for the Retail Sales Director role at Swiftly. This background provides a deeper understanding of the retail media ecosystem, which is essential for effectively selling our Audience Optimizer solutions.

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What qualities make a successful Retail Sales Director at Swiftly?

A successful Retail Sales Director at Swiftly combines strategic thinking with exceptional communication and negotiation skills. Adaptability in a fast-paced environment, the ability to forge strong relationships with retail partners, and a passion for transforming the retail media landscape are key to thriving in this role.

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Common Interview Questions for Retail Sales Director, AO
Can you describe your experience with digital advertising solutions?

When asked this question, highlight specific projects where you've successfully sold digital advertising solutions. Discuss the platforms you worked with, your strategy to pitch these solutions, and measurable results, showcasing your capacity to drive revenue and partnerships.

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How do you approach building relationships with key decision-makers in retail organizations?

Focus on your interpersonal skills and networking abilities. Explain your strategies for establishing trust and credibility with retail leaders, such as regular communication, providing valuable market insights, and aligning your solutions with their business goals.

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What strategies do you employ to manage your sales pipeline effectively?

Answer by discussing tools like Salesforce that you use to track leads and opportunities. Explain your method of prioritizing prospects and maintaining accurate and up-to-date data, which is critical for forecasting and optimizing sales strategies.

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Describe a time when you exceeded your sales targets. What contributed to your success?

Share a specific instance where you surpassed sales goals. Focus on the strategies you implemented, the challenges you faced, and your ability to adapt to the situation while eventually achieving impressive results.

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How do you stay updated on trends within the retail media landscape?

Discuss resources such as industry publications, webinars, and professional networks that you utilize to gain insights. Emphasize the importance of continuous learning to adapt and maintain a competitive edge in the rapidly changing retail media environment.

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What role does data analysis play in your sales strategy?

Respond by explaining how you leverage data to identify market opportunities, optimize sales presentations, and refine campaign strategies. Share an example of how data insights informed your approach, leading to successful outcomes.

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How do you handle objections from potential retail clients?

Describe your approach to objection handling, emphasizing active listening and empathy. Explain how you address client concerns with data-driven responses and show them how your solutions meet their unique challenges.

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Why do you want to work for Swiftly as a Retail Sales Director?

Articulate your admiration for Swiftly’s mission and innovative approach in the retail technology field. Share your enthusiasm for contributing to an organization that empowers retailers and transforms the shopping experience through advanced digital solutions.

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What is your approach to delivering presentations to retail partners?

Discuss your preparation process, including researching the audience and tailoring your presentations to their needs. Highlight your focus on clarity, engaging visuals, and effectively demonstrating the value of your solutions to drive engagement.

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How do you prioritize tasks in a fast-paced work environment?

Explain your organizational skills, use of project management tools, and ability to maintain flexibility. Share an example of how effective prioritization led to successful outcomes in a demanding sales environment.

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Full-time, remote
DATE POSTED
April 15, 2025

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