Head of Sales - East Coast

Directors
  • New York
  • Permanent
  • Sales
  • RHju2-1606938
  • 02/07/2025
Head of Sales – East Coast
Remote
270-320k OTE + Equity + Benefits

This is your opportunity to join a high-growth fintech + AI startup, transforming the future of the $1T grocery industry.

This exciting and well-funded start-up provides an integrated operating system, POS, payment processing, and inventory management that helps independent grocers compete with giants like Walmart and Amazon.
  
They have scaled from $0 to $2M ARR in 12 months and just closed their Series B. Now they are hiring a Head of Sales to drive the business to $20–30M ARR by 2026.
  
The Opportunity

This role is perfect for a seasoned operator who’s both a deal-closer and team-builder. Someone who thrives in early-stage environments and knows how to win trust across local and multi-location accounts.
  • Own and lead sales across high-value territories
  • Start as a senior IC closing major deals
  • Scale a field sales team from 5 to 50+
  • Build a high-velocity, high-accountability sales culture
  • Be part of digitizing a $10B+ underserved market
This isn't cushy inside sales - 50% of their deals are closed in-store, in the receiving dock, catching owners between deliveries. This role will suit someone with field sales DNA who can build a high-velocity, high-accountability culture.
  
The Requirements

Someone who can both write a comprehensive scaling strategy AND personally pitch their product to a sceptical grocery store owner. Strategic brilliance + tactical execution + personal selling ability.
  • 10+ yrs in fintech/B2B SaaS sales with team building and scaling experience
  • Previous experience in hospitality, retail and/or grocery experience (advantageous)
  • Player-coach with field sales DNA
  • Strategic thinker + tactical executor who can win trust on the grocery store floor
  • Data-driven operator with deep customer empathy
  • Entrepreneurial mindset; bonus if you've been a founder or early-stage builder
What's On Offer
  • Leadership role with huge ownership and impact
  • Strong comp + equity
  • Great benefits, remote flexibility
  • Mission-driven team transforming a $1T industry
Certus Recruitment Group is a well-established and experienced specialist consultancy providing sales, marketing, and IT recruitment services. We serve the technology sector across North America, the UK, Europe, and Australia.
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