Strategic Sales Director

Job not on LinkedIn

October 29

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Zipline

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For far too long, retail brands have struggled with disconnects between headquarters and frontline teams. In fact, only 29% of HQ directives are executed correctly by stores. All these disconnects impact customer experience, sales, and brand sentiment. Zipline overcomes this by giving everyone a way to “see more, connect more, do more.” That’s why so many of the world’s leading brands rely on Zipline to achieve next-day store execution rates of over 90% across their fleet. With an NPS score of 90 and the highest adoption rates in the industry, Zipline isn’t just store operations’ most loved product; it’s also the favorite of store teams.

51 - 200 employees

📋 Description

• Own the full sales cycle —from account targeting, pipeline generation and outreach through discovery, value modelling, negotiation and contract close. • Build and nurture senior relationships with C‑suite and VP‑level decision‑makers across retail operations, store communications, IT, HR and Finance. • Develop tailored GTM plans for high‑priority accounts in partnership with marketing, solutions consulting and SDR teams; orchestrate internal resources to deliver demos, business cases and proofs of concept. • Navigate complex procurement, legal and security review processes to close six‑ to seven‑figure net‑new logos. • Maintain an accurate pipeline and forecast in Salesforce/Clari, providing clear updates and strategic insights to leadership. • Serve as the voice of the customer, communicating market trends and feedback to product and marketing teams. • Represent Zipline at industry events, trade shows and networking forums.

🎯 Requirements

• 10+ years of enterprise SaaS sales experience with a consistent record of closing large, multi‑stakeholder deals (ideally six‑ to seven‑figure) in the retail or consumer‑facing sectors. • Proven success selling into Fortune 1000 retailers and navigating matrixed organizations across operations, IT and HR. • Deep understanding of retail operations and communications; ability to credibly discuss frontline execution and the ROI of unifying teams. • Mastery of structured sales methodologies (e.g., MEDDICC, Command of the Message, Challenger, Value Selling) and experience building executive‑level business cases. • Exceptional communication skills and executive presence; comfortable delivering board‑level presentations. • Self‑starter who thrives in a high‑growth, remote‑first environment; adept at collaborating across marketing, product and customer success. • Passion for retail and appreciation for the challenges of frontline enablement.

🏖️ Benefits

• Remote-first culture: Join a high performing, fully remote team and work where you're comfortable. • Stock Options: Get meaningful ownership in a fast-growing, venture-backed company shaping the future of retail. • Time Off: Our flexible time-off policy ensures you stay refreshed and recharged. Plus, you’ll get a monthly stipend to get you out of the house—grab a coffee and work from your favorite spot! • Benefits: World-class medical, dental, and vision policies. • Team Connection: Annual company off-sites in fun locations. We've done New York, Costa Rica, Whistler, Palm Springs, San Diego, and Mexico City. • Sabbatical: A one month paid sabbatical after completing five years of working at Zipline. • Volunteering: Every quarter, Zipliners get a paid day off to volunteer for a nonprofit of their choice. • Learning: We support continuous learning and provide unlimited access to our Udemy Business account. • Great humans, great work: Work with kind, collaborative teammates who care about doing meaningful work and making a real impact. We value diversity of all kinds and are committed to building a diverse and inclusive workplace where we learn from each other.