Jobs · Sales · Massachusetts

Head of Sales

Deligo · Boston, MA · 1 mo ago
HybridSales$5/hrFull-time

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
  • 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

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