Specialist Seller, Enterprise Core (AI Products)

Ladders; United States; Remote; USD 222,000 - 278,000; Full time

Benefits offered by this job

Remote work

Development stipend

Health and parental leave

Equity/bonus potential

Above-market earnings

Job summary

Ladders is seeking a Specialist Seller, Enterprise Core (AI Products) to drive enterprise sales of early‑stage AI offerings from a remote location in the United States, focusing on complex accounts and long‑cycle opportunities.

You will architect deals that map AI value to customer use cases, co‑develop new product pipelines with ADRs and AEs, and lead pilots with success metrics, while collaborating with GTM and Product teams to shape the roadmap and deliver measurable customer outcomes.

Qualifications

• 5+ years of experience in complex, full-cycle sales.
• 2+ years selling AI-based commercial models.
• Proven track record of quota over-achievement in complex accounts.
• Experience navigating six-figure deals with multiple stakeholders.
• Experience selling early-stage products.

Responsibilities

• Architect deals that align AI product value with customer use cases.
• Co-develop new product pipeline with ADRs and AEs.
• Drive pilot strategy and success metrics for early adoption.
• Partner with go-to-market and Product teams to provide roadmap insights.
• Build scalable frameworks and assets for the sales organization.

Skills

Complex sales

AI product sales

Quota attainment

Six-figure deals

Early-stage products

Job description

For our client, we are seeking a Specialist Seller, Enterprise Core (AI Products) to join the team of a leader in the Enterprise Technology space.

This role will focus on driving enterprise sales for early-stage AI products, helping shape how emerging capabilities are positioned, piloted, and expanded within complex customer environments. You will partner closely with go-to-market and product stakeholders to align business value with customer needs, while helping influence the broader sales motion and roadmap direction. The position is ideal for a commercial seller who thrives in high-stakes enterprise conversations and can translate new product potential into measurable customer outcomes.

Location: Remote

Compensation: $222,400 – $278,000 annually

Responsibilities

• Architect deals that align AI product value with customer use cases
• Co-develop new product pipeline with ADRs and AEs
• Drive pilot strategy and success metrics for early adoption
• Partner with go-to-market and Product teams to provide roadmap insights
• Build scalable frameworks and assets for the sales organization

Qualifications

• 5+ years of experience in complex, full-cycle sales
• 2+ years selling AI-based commercial models
• Proven track record of quota over-achievement in complex accounts
• Experience navigating six-figure deals with multiple stakeholders
• Experience selling early-stage products

Benefits

• Flexible, employee-led remote work model
• Professional development stipend
• Comprehensive health and parental leave plans
• Above-market total compensation including performance-based bonuses and equity
• Opportunities for top performers to earn above-market compensation

Our client is an equal opportunity employer. We encourage you to apply even if you don’t meet every qualification—your background could be exactly what this team needs.