Director, Enterprise Sales

Datadog

Director of Enterprise Sales at Datadog leading a sales team and shaping go-to-market strategies. Focused on driving new business and managing enterprise sales processes with Fortune 1000 companies.

Posted 7/23/2026full-timeRemote • Texas • 🇺🇸 United StatesLead💰 $150,000 - $200,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in managing and coaching high-performing Enterprise Sales teams, with a focus on achieving quotas and building executive relationships in the B2B technology sector. Proven ability to navigate complex sales processes and develop effective go-to-market strategies.

Highest-signal resume keywords

Enterprise Sales ManagementB2B Technology SalesQuota Setting and ManagementC-Level Relationship BuildingComplex Sales Negotiation

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales ForecastingProductivity Metrics ManagementDeal Size AnalysisWin Rate ImprovementForecast Accuracy Tracking

Soft Skills

Coaching and MentoringRelationship BuildingCollaborationCommunication

Industry Keywords

Enterprise SalesFortune 1000Go-To-Market StrategyCustomer Journey MappingSales Cycle Management

About the role

Key responsibilities & impact

Manage, hire, train and ramp a team of Enterprise Sales Executives responsible for new and expansion bookings
Achieve annual Enterprise bookings quota with monthly and quarterly targets
Develop and manage Enterprise Sales Executives on productivity metrics such as deal size, win rate, and forecast accuracy as well as how to lead a customer through a proactive sales cycle
Coach Sales Executives through building executive relationships with Named Enterprise accounts in their territories and through complex Enterprise deals and negotiations
Shape the direction of the go-to market strategy and execution for your region
Work collaboratively with Marketing, Product and Success to build targeted messaging and collateral, and mapping a customer journey for the specific business needs of your region
Conduct weekly forecast meetings
Support direct reports by participating and leading in client and prospect meetings. Engaging other corporate resources as required

Requirements

What you’ll need

Experienced in managing a high performing Enterprise Sales team for a B2B technology company
A strong relationship builder with 5+ years of overall Enterprise sales experience working with Fortune 1000 companies
Confident in managing complex sales processes with multiple stakeholders and negotiations with pricing based on business value, legal and procurement
Knowledgeable in selling to C-level executives in the IT space
Experienced in setting quotas and managing people against those quotas
Passionate about coaching others with a successful track record as an individual contributor and can share relevant and complex closing experience with a growing team
Role requires regular travel to client sites, within your area and other regions, using various modes of transportation (car, train, air), depending on business needs

Benefits

Comp & perks

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
An inclusive company culture, opportunity to join our Community Guilds
Generous and competitive medical benefits package
Retirement savings match
Pet adoption and insurance program