Director of Sales, Enterprise

Decagon • Boston, MA

1d • $336,000 - $420,000 • Onsite

About The Position

Decagon is seeking a dynamic, results-driven Director of Sales, Enterprise to join its founding sales leadership team and report directly to the VP of Sales. The role will help scale sales operations, drive revenue growth, and ensure the enterprise sales team’s success. The Director will identify opportunities to increase business and financial impact, collaborate cross-functionally, and develop and execute programs aligned with the company’s vision. The enterprise core team is described as a high-performing, entrepreneurial group focused on transforming customer experience. The company is fully in person, and this position is based in its Boston office.

Requirements

• At least 4 years of experience managing and leading sales teams, ideally in a B2B or SaaS environment, with a track record of exceeding targets.
• Training in the MEDDPICC sales methodology or a similar value-selling framework.
• Ability to hire, train, and develop enterprise account executives.
• Ability to manage sales forecasting, reporting, and pipeline management.

Nice To Haves

• Experience in territory planning and developing effective sales playbooks.
• Expertise with sales enablement tools and CRM platforms such as Salesforce or HubSpot.
• Proven ability to drive the sales process from planning through closing large deals.
• Experience in a rapidly growing startup or technology environment requiring adaptability and flexibility.

Responsibilities

• Hire, train, and develop top enterprise account executives while fostering a high-performance culture.
• Manage sales forecasting, reporting, and pipeline management, ensuring accurate and timely performance tracking.
• Identify and capitalize on new market opportunities to support Decagon’s continued market expansion.
• Scale sales operations and drive revenue growth.
• Work cross-functionally to develop and execute programs aligned with the company’s vision.

Benefits

• Medical, dental, and vision benefits for employees and their families.
• Life insurance and disability benefits.
• Retirement plan, such as a 401(k) or pension.
• Parental leave.
• Fertility and family-building benefits through Carrot.
• Monthly stipend for wellness, lifestyle, and work-life balance.
• Daily office lunches and snacks.
• Take-what-you-need vacation policy, subject to local requirements; UK employees receive 25 days of statutory leave.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed