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Director, Enterprise Sales

Datadog - San Francisco, CA, United States - Hybrid - posted 2026-10-20

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Salary: USD 158,000 - 210,000 / annual

Datadog is seeking a Director of Enterprise Sales to lead and manage a high-performing team of Enterprise Sales Executives responsible for driving new business and expansion bookings through the full sales cycle. This is a people-management role with strategic responsibility for a region's go-to-market execution. Key Responsibilities: - Manage, hire, train, and ramp a team of Enterprise Sales Executives focused on new and expansion bookings - Achieve annual Enterprise bookings quota with monthly and quarterly targets - Develop and coach sales executives on productivity metrics (deal size, win rate, forecast accuracy) and proactive sales cycle leadership - Coach executives through building relationships with Named Enterprise accounts and navigating complex deals and negotiations - Shape go-to-market strategy and execution for your region - Collaborate with Marketing, Product, and Success teams to develop targeted messaging, collateral, and customer journey mapping aligned to regional business needs - Conduct weekly forecast meetings and participate in client and prospect meetings - Support direct reports by engaging corporate resources and leading high-stakes client interactions - Regular travel to client sites within your area and other regions as needed About Datadog: Datadog is the leading observability and security platform for the AI era, providing unified visibility across technology stacks. Trusted by Fortune 500 companies and high-growth AI leaders, the platform brings applications, infrastructure, data, models, and security into one place using AI to detect and resolve issues before they impact customers. Requirements: - Proven experience managing a high-performing Enterprise Sales team at a B2B technology company - 5+ years of overall Enterprise sales experience working with Fortune 1000 companies - Strong relationship-building skills and ability to manage complex sales processes with multiple stakeholders - Experience negotiating deals based on business value, legal, and procurement considerations - Knowledge of selling to C-level executives in the IT space - Demonstrated experience setting quotas and managing people against those quotas - Passion for coaching others with a successful track record as an individual contributor - Ability to share relevant and complex closing experience with a growing team - Willingness to travel regularly to client sites using various modes of transportation

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