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Confidential Search: Sales Director, Enterprise Sales

Gilder Search Group, WorkFromHome

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Role Overview

Our client, a rapidly growing force in the ML infrastructure space, seeks a Sales Director to lead and scale their enterprise sales organization. Reporting directly to the CEO, this hands‑on sales leader will manage a team of 10 across sales, business development, and solutions engineering functions while actively contributing to strategic deals.

Current Organization

  • Direct team of 10 professionals including:
    • Enterprise Account Executives
    • Business Development Representatives
    • Solutions Engineers
  • Direct reporting line to CEO
  • Planned growth of 1-2 additional enterprise representatives in Q1

The Role

This is a player‑coach position requiring both strategic leadership and hands‑on sales execution. The successful candidate will maintain their own book of business while leading and scaling the enterprise sales organization.

Strategic Responsibilities

  • Define and execute enterprise sales strategy
  • Build and maintain C‑level relationships with strategic accounts
  • Establish scalable sales processes and methodologies
  • Create predictable forecasting and pipeline management systems
  • Partner with cross‑functional leaders on company‑wide strategy

Tactical Execution

  • Personally manage and close strategic enterprise accounts
  • Lead weekly pipeline reviews and forecast calls
  • Provide hands‑on coaching and deal support
  • Drive hiring and onboarding of new enterprise representatives
  • Ensure consistent achievement of team and individual quotas

Required Experience

  • Proven track record selling to notable enterprise logos
  • Deep understanding of ML/AI technology landscape
  • History of personally closing $100k+ deals while leading teams
  • Experience scaling technical sales teams
  • Track record of successful enterprise software sales leadership

Must‑Have Attributes

  • Hungry, motivated self‑starter mentality
  • Ability to balance strategic thinking with tactical execution
  • Hands‑on approach to leadership
  • High energy and drive for results

Compensation Structure

  • Competitive Base & Uncapped Commissions
  • 401(k) program
  • Flexible vacation policy
  • Wellness benefits

Key Success Metrics

First 12 Months:

  • Successfully hire and onboard 1‑2 new enterprise representatives
  • Achieve team quota attainment of 75%+
  • Personally close strategic logo accounts
  • Establish scalable sales processes and methodologies
  • Create predictable forecasting and pipeline systems

Why This Opportunity?

  • Direct CEO exposure and strategic input
  • High‑visibility role in rapidly growing organization
  • Opportunity to build and scale a winning team
  • Hands‑on deal involvement with strategic accounts
  • Significant earning potential in high‑growth space

Location

This position offers flexibility between remote work and our client’s New York City location. Given the global nature of the organization (significant presence in Tel Aviv and Europe), comfort working across multiple time zones is essential.

The Ideal Candidate Will Demonstrate

  • Track record selling ML/AI solutions to enterprise logos
  • History of successful team leadership while maintaining personal quota
  • Ability to operate in both strategic and tactical capacities
  • Experience scaling technical sales teams
  • Strong technical acumen in ML/AI space
  • Proven success in fast‑paced, high‑growth environments

Confidential Process

As the retained search partner, we handle all inquiries with complete discretion. Candidates will be presented to our client only after careful evaluation and mutual agreement to proceed.

EEO Statement

Our firm is committed to diversity in executive placement. All qualified candidates will receive consideration without regard to protected characteristics.

Compensation

$200-275k/$400-450k+

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