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Enterprise Account Executive, AI

Job in New York, New York County, New York, 10261, USA
Listing for: Gilder Search Group
Full Time position
Listed on 2026-09-12
Job specializations:
  • Sales
    SaaS Sales, B2B Sales
Salary/Wage Range or Industry Benchmark: 150000 - 170000 USD Yearly USD 150000.00 170000.00 YEAR
Job Description & How to Apply Below

Retail + Consumer Brands
Remote United States | East or Central Preferred

Some enterprise roles offer stability.
A few offer upside.

Very few offer timing.

Right now, a well-funded AI company is expanding its US team after proving early traction with large retailers and consumer brands. Their platform is already replacing parts of the traditional call center and live chat stack, with customers seeing measurable ROI in weeks, not years.

They are selectively hiring 2–3 enterprise sellers to build this market.

This is a true 0 to 1 opportunity.
No inherited book. No waiting for inbound.

Just access, execution, and upside.

What You Will Own
  • Full-cycle enterprise sales from first conversation to close
  • Net-new logo acquisition across retail + consumer organizations ($500M+ revenue)
  • Pipeline creation through your network + targeted outbound + partner channels
  • Multi-threaded deals involving CX, Digital, and AI stakeholders
  • Sales cycles typically 3–9 months with $100K–$500K+ deal sizes
  • Direct collaboration with product and engineering to shape solutions
Why This Is Different
  • You are selling into a budget that is actively shifting toward AI
  • The product replaces existing workflows rather than layering on top
  • Early US expansion means more ownership, less internal competition
  • Leadership has a track record of building and exiting successfully

Most roles promise greenfield.
This one actually requires it.

What They Are Looking For
  • 8+ years of enterprise SaaS or AI sales experience
  • Proven success closing net-new business at $1M+ annual quota levels
  • Background selling into retail, consumer goods, or brand-driven companies
  • Ability to generate pipeline independently (not reliant on SDRs or inbound)
  • Strong presence with senior stakeholders (CX, Digital, Transformation leaders)
  • Demonstrated success in complex, multi-stakeholder deals
  • Fluency in English + Spanish in a professional setting
  • Willingness to travel up to 40%
Who Tends To Succeed Here
  • Sellers who can immediately name 10+ accounts they would pursue
  • Individuals already having AI-related conversations with clients
  • Enterprise AEs who have built pipeline from scratch, not just expanded accounts
  • People who prefer early‑stage upside over fully structured environments

If your success has come primarily from managing and growing existing accounts, this will feel like a step backward.

Compensation + Benefits
  • Base salary: $150K–$170K
  • OTE: ~$300K–$340K+ (uncapped)
  • Variable paid quarterly
  • Equity: ESOP participation
  • Ramp:
    Reduced targets in Q1 + partial ramp in Q2
  • Healthcare support:
    Exchange + COBRA options
  • Remote-first environment with flexibility
  • High-impact role with direct access to leadership
A Quick Reality Check

If you stepped into a new role tomorrow:

  • Which 5–10 accounts would you call first
  • Who would take your meeting
  • How quickly could you create pipeline

If that answer is clear, this is worth exploring.

If it is not, this is likely not the right environment.

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