Enterprise Account Executive, AI

Gilder Search Group; New York (NY); On-site; USD 150,000 - 170,000; Full time

Benefits offered by this job

Equity: ESOP participation

Healthcare support: Exchange + COBRA options

Remote-first environment with flexibility

Job summary

Gilder Search Group is seeking an experienced enterprise sales professional for a well-funded AI company. This remote position involves full-cycle sales, targeting retail and consumer brands. Candidates should have 8+ years of experience in SaaS or AI sales, with a proven track record of closing new business. The role offers a competitive salary ranging from $150K to $170K, with OTE of ~$300K–$340K+, equity options, and a remote-first working environment.

Qualifications

• 8+ years of enterprise SaaS or AI sales experience.
• Demonstrated success in complex, multi-stakeholder deals.
• Willingness to travel up to 40%.

Responsibilities

• Full-cycle enterprise sales from first conversation to close.
• Net-new logo acquisition across retail + consumer organizations.
• Pipeline creation through targeted outbound efforts.

Skills

Enterprise SaaS or AI sales experience

Proven success closing net-new business

Background selling into retail or consumer goods

Strong presence with senior stakeholders

Fluency in English + Spanish

Ability to generate pipeline independently

Job description

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.