# Head of Sales - Company: [Deligo]() - Location: Boston, MA · New York, NY - Remote: Yes - Team: Sales - Employment type: Full Time - Posted: June 9, 2026 ## Job description [Deligo](https://deligovision.com/) is a leader in visual AI self-checkout for the convenience retail industry, trusted by global brands like Compass, Sodexo, Marks & Spencer, and Spar. We build advanced visual AI — developed by a top-notch machine learning team — to recognize food and retail items instantly. No barcodes, no manual scanning. Just place your items and tap to pay — it’s that simple. The result: a magical experience that improves everyday lives by saving time standing in checkout lines. But this isn’t just exceptional tech: We are a tight-knit team of curious, passionate and ambitious builders who take pride in our craft and value trust in everything we do. If you’re looking to join a rocket ship and help redefine the future of AI-powered checkout, we’d love to meet you! 🚀 ## **Role at a glance** As Head of Sales, you will partner with the founders and the founding sales team on go-to-market strategy, secure lighthouse customers, and build the commercial engine for the company's next phase of growth. Combining hands-on enterprise selling with strategic leadership — team development, revenue ownership, and creation of scalable sales playbooks. ## **How you’ll make a difference in the first 12 months** ***Develop a Deep Understanding*** * Deeply understand our segments, geographies, and sales motions ***Strategy*** * Partner with founders and the founding sales team on go-to-market strategy and support Series A fundraising with a credible plan ***Lead lighthouse deals in US Convenience Retail*** * Personally lead and close first convenience store deals on top of our Verifone partnership * Build a pipeline, strategy, and repeatable sales motion for large enterprise chains ***Sales Leadership*** * Lead and develop the sales team; foster a great sales culture * Own EU and US revenue growth — qualified pipeline, consistent execution, forecast accuracy, and revenue targets * Develop the Deligo Sales Playbook across Segments, Geographies, and Motions (direct, channel) * Grow the sales team across Europe and the US to support our growth objectives ## **What makes you a great fit** * Early-Stage Revenue Leadership: successful track record of leading enterprise sales through critical growth stages — ideally $5M→$10M and $10M→$30M+ ARR. Ability to thrive in ambiguity and fast-moving early-stage environments * Sales Leadership Experience: 5+ years leading enterprise sales teams in a scale-up with full ownership of revenue targets, pipeline, and forecasting * Demonstrated success hiring, developing, and building scalable playbooks and repeatable revenue engines * Business Acumen: Ability to deeply understand needs and incentives across customers, partners, and the broader ecosystem — orchestrating win-win-win scenarios * Talent Magnet: The best go-to-market talent wants to work with you, and you have the network to find them ***Bonus:*** * Industry Knowledge: Experience in retail technology, convenience retail, food service, enterprise SaaS, AI-driven platforms, or adjacent operational technology sectors is highly preferred * Experience working across both U.S. and European markets * Strong product intuition and taste ## **Why join us** * Opportunity to join at a critical growth stage, making a visible impact as we scale in the U.S. market * Real influence on how our sales organization, GTM strategy, and overall business evolve * A collaborative, ambitious, and transparent culture where ownership and impact are recognized * Work closely with experienced founders and a world-class team building a new category * High-tech equipment * Flexible working setup with a hybrid approach and frequent travel to customers * Competitive salary and equity package aligned with your impact ## **Details** * **Start:** As soon as you are ready * **Location:** US East Coast, with a preference for Boston / NYC area (relocation support available) * **Set up:** Hybrid * **Contract:** Permanent * **Travel:** Up to 50% * **Compensation:** Competitive package including salary, bonus and equity ***If you’re ready to help build a truly seamless and magical checkout experience, we encourage you to connect and explore future opportunities with Deligo. We’re looking forward to receiving your application!*** ## Apply [Apply on Deligo]() Canonical job page: