Head of Enterprise Sales Strategy & Growth

Datadog; Pennsylvania; Hybrid; USD 165,000 - 220,000; Full time

Benefits offered by this job

RSU/ESPP program

Medical benefits package

401(k) match

Job summary

Datadog is seeking a Director of Enterprise Sales to lead a high-performing team responsible for new and expansion bookings. You will hire, train, and ramp Enterprise Sales Executives, driving significant enterprise bookings and shaping the regional go-to-market strategy.

This role requires building executive relationships, guiding complex negotiations, and collaborating across Marketing, Product, and Success to align messaging with customer needs.

Qualifications

• Experience leading a high-performing Enterprise Sales team for a technology company.
• Proven ability to sell to C-level executives and negotiate complex deals.
• Track record of meeting or exceeding enterprise bookings quotas.

Responsibilities

• Manage, hire, train and ramp a team of Enterprise Sales Executives.
• Achieve annual Enterprise bookings quota with monthly and quarterly targets.
• Develop and manage Enterprise Sales Executives on productivity metrics and forecast accuracy.
• Coach executives through executive relationships with Named Enterprise accounts and complex deals.
• Shape the go-to-market strategy and regional execution.
• Collaborate with Marketing, Product and Success to map customer journeys.
• Lead weekly forecast meetings and engage in client/prospect meetings as needed.

Skills

Enterprise sales leadership

B2B technology sales

C-level selling

Quota setting and team management

Fortune 1000 experience

Job description

Datadog is seeking a Director of Enterprise Sales to lead a high-performing team responsible for new and expansion bookings. You will hire, train, and ramp Enterprise Sales Executives, driving significant enterprise bookings and shaping the regional go-to-market strategy.

This role requires building executive relationships, guiding complex negotiations, and collaborating across Marketing, Product, and Success to align messaging with customer needs.