Director, Enterprise Sales (AI)

Location: On-site in New York City, United States

Compensation: OTE $336,000–$420,000 annually plus equity

Company

Decagon provides a conversational AI platform that enables enterprises to deliver personalized customer experiences across voice, chat, email, SMS, and other channels.

What you will do

• Scale enterprise sales operations and drive revenue growth as part of the founding sales leadership team.
• Hire, train, and develop enterprise account executives while building a high-performance culture.
• Manage sales forecasting, reporting, pipeline management, and performance tracking.
• Identify and pursue new market opportunities to support continued business expansion.
• Collaborate cross-functionally to develop and execute sales programs aligned with company objectives.

Requirements

• 4+ years of experience managing and leading sales teams, ideally in a B2B or SaaS environment.
• Track record of exceeding sales targets.
• Training in MEDDPICC or a similar value-selling framework.
• Experience developing enterprise sales teams and managing sales performance.
• Ability to work fully in person from the New York office.

Nice to have

• Experience with territory planning and sales playbook development.
• Expertise with sales enablement tools and CRM platforms such as Salesforce or HubSpot.
• Proven ability to drive large deals from planning through close.
• Experience in a rapidly growing startup or technology environment.

Culture & Benefits

• In-office work environment focused on excellence and velocity.
• Medical, dental, and vision coverage for employees and families.
• Life insurance, disability benefits, retirement plan, parental leave, and fertility and family-building benefits.
• Monthly wellness and lifestyle stipend, daily office lunches and snacks, and a take-what-you-need vacation policy.