Enterprise AI Sales Specialist (Remote, Equity)

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

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.