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Head of Sales

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Deligo
Full Time position
Listed on 2026-09-12
Job specializations:
  • Sales
    VP of Sales, Director of Sales
  • Management
Salary/Wage Range or Industry Benchmark: 180000 - 280000 USD Yearly USD 180000.00 280000.00 YEAR
Job Description & How to Apply Below

Deligo is a leader in visual AI self‑checkout for the convenience retail industry, trusted by global brands such as 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. The result is a magical experience that saves time by eliminating checkout lines.

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. You will combine hands‑on enterprise selling with strategic leadershipteam 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—to orchestrate 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, 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
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