Director, Enterprise Sales (SLED)

Datadog•Washington, DC
•$165,000 - $220,000•Hybrid

About The Position

Datadog is seeking an experienced Director, Enterprise Sales to provide strategy, mentorship, and guidance to a team of State, Local, and Education (SLED) Sales Executives. The team is responsible for driving new and expansion business through the full sales cycle. This established opportunity supports Datadog's continued expansion into larger markets and the formalization of support for Public Sector segments. The role leads the development and performance of the SLED sales team, achieves annual bookings targets, and helps representatives navigate complex public-sector sales. It also collaborates with Marketing, Product, and Success to develop targeted messaging and customer journeys for regional business needs. Regular travel to client sites, within the area and other regions, is required according to business needs. Datadog operates as a hybrid workplace and values office culture, collaboration, and work-life harmony. Compensation includes an estimated yearly salary of $165,000–$220,000 USD, with equity and potentially variable compensation. Benefits may vary based on country and employment circumstances.

Requirements

  • Experience managing a high-performing SLED Sales team for a B2B technology company.
  • At least 5 years of overall Public Sector Sales experience working with SLED agencies.
  • Ability to manage complex sales processes involving multiple stakeholders and negotiations, including business-value-based pricing, legal, and procurement.
  • Knowledge of selling to C-level executives in the IT space.
  • Experience setting quotas and managing people against those quotas.
  • A successful individual-contributor track record and the ability to coach others by sharing relevant, complex closing experience.
  • Ability to travel regularly to client sites within the area and other regions, using various modes of transportation depending on business needs.

Responsibilities

  • Manage, hire, train, and ramp a team of Enterprise SLED Sales Executives responsible for new and expansion bookings.
  • Achieve annual SLED bookings quota with monthly and quarterly targets.
  • Develop and manage Enterprise SLED Sales Executives on productivity metrics, including deal size, win rate, and forecast accuracy, and coach them on leading proactive customer sales cycles.
  • Coach Sales Executives on building executive relationships with Public Sector accounts and navigating complex SLED deals and negotiations.
  • Collaborate with Marketing, Product, and Success to build targeted messaging and collateral and map customer journeys to regional business needs.
  • Conduct weekly forecast meetings.
  • Support direct reports by participating in and leading client and prospect meetings, engaging other corporate resources as required.

Benefits

  • High income-earning opportunities based on self-performance.
  • New-hire stock equity (RSU) and employee stock purchase plan (ESPP).
  • Continuous professional development, product training, and career pathing.
  • Sales training in MEDDIC and Command of the Message.
  • Intra-departmental mentor and buddy program for in-house networking.
  • Inclusive company culture and opportunity to join Community Guilds.
  • Generous and competitive medical benefits package.
  • Retirement savings match.
  • Pet adoption and insurance program.
  • Healthcare, dental, parental planning, and mental health benefits.
  • 401(k) plan and match.
  • Paid time off.
  • Fitness reimbursements.
  • Discounted employee stock purchase plan.
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