Resume and JobRESUME AND JOB
Datadog logo

Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now!

Datadog

Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now!

full-timePosted: Jan 21, 2026

Job Description

Role Overview

Datadog, the leading cloud monitoring and security platform, is seeking a high-performing Enterprise Sales Executive to join our Boston, Massachusetts team. This strategic role focuses on targeting and closing new business with Datadog's largest Fortune 1000 customers and prospects. You'll uncover pain points organizations face during cloud migration and operations at scale, then deliver Datadog's comprehensive observability solutions that drive digital transformation.

Our hybrid workplace model fosters collaboration, creativity, and work-life harmony. As an Enterprise Sales Executive, you'll prospect into major enterprises, build deep customer relationships, and consistently exceed $1M+ sales quotas while navigating complex sales cycles with Fortune 1000 accounts.

Key Responsibilities at Datadog

  • Prospect aggressively into large Fortune 1000 companies while running efficient, scalable sales processes
  • Maintain and expand specific relationship maps for your territory, including existing contacts and aspirational targets
  • Develop deep comprehension of customer's business challenges in cloud environments
  • Negotiate favorable terms with large enterprises by selling Datadog's proven ROI and value
  • Expand territory penetration by handling existing customer expectations while growing reach
  • Demonstrate resourcefulness when facing complex challenges that require creative solutions
  • Intuitively identify necessary steps to close business and gain customer validation
  • Uncover robust business drivers behind every sales opportunity
  • Maintain forecasting excellence with high accuracy and consistency

Success requires blending strategic thinking with tactical execution in a fast-paced SaaS environment focused on cloud observability, DevOps, and infrastructure monitoring.

Qualifications & Requirements

  • 3+ years of proven closing experience in field sales (mid-market or enterprise)
  • Demonstrated history meeting/exceeding $1M+ direct sales quotas with $100k+ average deal sizes
  • Proven methodology for independent prospecting and pipeline building
  • Experience at innovative tech companies (SaaS, IT infrastructure, cloud monitoring preferred)
  • Track record selling into Fortune 1000 enterprises and winning new logos
  • Comfortable with regular travel to client sites using car, train, or air transportation

Datadog celebrates diverse backgrounds. If you're passionate about cloud technology, observability, and enterprise sales, we encourage you to apply even if you don't meet every qualification.

Salary & Benefits

The estimated yearly salary range for this Enterprise Sales Executive role is $110,000 - $260,000 USD, including base, commission, and bonuses. Actual compensation depends on experience, skills, and performance.

  • Uncapped commission with high income earning potential
  • New hire RSU equity and employee stock purchase plan
  • Comprehensive health benefits including medical, dental, vision for family
  • 401(k) match and retirement savings
  • Fitness reimbursements and wellness programs
  • Professional development with MEDDIC and Command of the Message training
  • Mentorship programs and career pathing
  • Pet insurance and commuter benefits

Why Join Datadog?

Datadog (NASDAQ: DDOG) delivers rare growth + profitability in SaaS. Our cloud monitoring platform powers digital transformation for enterprises worldwide. Join a people-first culture that champions innovation, diversity, and professional growth.

  • Work with cutting-edge observability, APM, security, and DevOps tools
  • Hybrid model with collaborative office culture in Boston
  • Community Guilds and inclusive environment
  • Solve complex cloud challenges for Fortune 500 customers
  • Continuous learning with product training and sales methodologies

Datadog is built by engineers for engineers - but our sales team drives customer success through deep technical understanding and business acumen.

How to Apply

Ready to accelerate your enterprise sales career with Datadog? Apply now for the Enterprise Sales Executive position in Boston, Massachusetts. Submit your resume and join thousands of Datadogs solving the cloud age's toughest challenges. We review applications continuously - don't wait!

Datadog is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Locations

  • Boston, Massachusetts, United States

Salary

110,000 - 260,000 USD / yearly

Estimated Salary Rangehigh confidence

115,500 - 286,000 USD / yearly

Source: ai estimated

* This is an estimated range based on market data and may vary based on experience and qualifications.

Skills Required

  • Enterprise Salesintermediate
  • SaaS Salesintermediate
  • Cloud Monitoringintermediate
  • Observability Solutionsintermediate
  • DevOps Pipeline Managementintermediate
  • Fortune 1000 Account Managementintermediate
  • MEDDIC Sales Methodologyintermediate
  • ROI Value Sellingintermediate
  • Pipeline Developmentintermediate
  • Customer Relationship Mappingintermediate
  • Cloud Migration Strategiesintermediate
  • Infrastructure Monitoringintermediate
  • Deal Negotiationintermediate
  • Forecasting Accuracyintermediate
  • Strategic Prospectingintermediate

Required Qualifications

  • 3+ years of closing experience in mid-market or enterprise field sales (experience)
  • Proven track record meeting/exceeding $1M+ direct sales goals with $100k+ average deal size (experience)
  • Demonstrated ability to prospect and build pipeline independently (experience)
  • Experience selling to large Fortune 1000 companies and winning new logos (experience)
  • Background in innovative tech companies (SaaS, IT infrastructure preferred) (experience)
  • Comfortable with regular travel to client sites across regions (experience)

Responsibilities

  • Prospect into Fortune 1000 companies and run efficient sales processes
  • Build and maintain comprehensive relationship maps for territory
  • Develop deep understanding of customer business challenges
  • Negotiate pricing and terms by selling value and ROI
  • Expand reach and depth within assigned territory
  • Demonstrate resourcefulness solving complex sales challenges
  • Identify business drivers behind all opportunities
  • Ensure high forecasting accuracy and consistency
  • Handle customer expectations while closing new business
  • Gain customer validation through intuitive sales steps

Benefits

  • general: Competitive base salary plus uncapped commission
  • general: New hire stock equity (RSU) and ESPP
  • general: Comprehensive medical, dental, and vision for family
  • general: 401(k) retirement savings with company match
  • general: Generous paid time off and parental leave
  • general: Fitness reimbursements and wellness programs
  • general: Professional development with MEDDIC training
  • general: Pet adoption and insurance program
  • general: Commuter benefits and hybrid work flexibility
  • general: Intra-departmental mentorship and buddy programs

Target Your Resume for "Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now!" , Datadog

Get personalized recommendations to optimize your resume specifically for Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now!. Takes only 15 seconds!

AI-powered keyword optimization
Skills matching & gap analysis
Experience alignment suggestions

Check Your ATS Score for "Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now!" , Datadog

Find out how well your resume matches this job's requirements. Get comprehensive analysis including ATS compatibility, keyword matching, skill gaps, and personalized recommendations.

ATS compatibility check
Keyword optimization analysis
Skill matching & gap identification
Format & readability score

Tags & Categories

Enterprise SalesSaaSCloud MonitoringObservabilityFortune 1000Boston JobsHybrid WorkHigh CommissionEquity CompensationMEDDICEnterprise Sales Executive DatadogDatadog sales jobs BostonFortune 1000 SaaS salesCloud monitoring sales careersObservability platform sales jobsMEDDIC sales training jobsHybrid sales jobs MassachusettsSaaS enterprise sales BostonDatadog careers Boston MA$100k+ deal size sales jobsCloud migration sales executiveInfrastructure monitoring salesDevOps sales careers DatadogFortune 1000 account executiveHigh commission SaaS salesRSU equity sales positionsTech sales jobs Boston 2024Enterprise Sales

Answer 10 quick questions to check your fit for Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now! @ Datadog.

Quiz Challenge
10 Questions
~2 Minutes
Instant Score

Related Books and Jobs

No related jobs found at the moment.

Datadog logo

Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now!

Datadog

Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now!

full-timePosted: Jan 21, 2026

Job Description

Role Overview

Datadog, the leading cloud monitoring and security platform, is seeking a high-performing Enterprise Sales Executive to join our Boston, Massachusetts team. This strategic role focuses on targeting and closing new business with Datadog's largest Fortune 1000 customers and prospects. You'll uncover pain points organizations face during cloud migration and operations at scale, then deliver Datadog's comprehensive observability solutions that drive digital transformation.

Our hybrid workplace model fosters collaboration, creativity, and work-life harmony. As an Enterprise Sales Executive, you'll prospect into major enterprises, build deep customer relationships, and consistently exceed $1M+ sales quotas while navigating complex sales cycles with Fortune 1000 accounts.

Key Responsibilities at Datadog

  • Prospect aggressively into large Fortune 1000 companies while running efficient, scalable sales processes
  • Maintain and expand specific relationship maps for your territory, including existing contacts and aspirational targets
  • Develop deep comprehension of customer's business challenges in cloud environments
  • Negotiate favorable terms with large enterprises by selling Datadog's proven ROI and value
  • Expand territory penetration by handling existing customer expectations while growing reach
  • Demonstrate resourcefulness when facing complex challenges that require creative solutions
  • Intuitively identify necessary steps to close business and gain customer validation
  • Uncover robust business drivers behind every sales opportunity
  • Maintain forecasting excellence with high accuracy and consistency

Success requires blending strategic thinking with tactical execution in a fast-paced SaaS environment focused on cloud observability, DevOps, and infrastructure monitoring.

Qualifications & Requirements

  • 3+ years of proven closing experience in field sales (mid-market or enterprise)
  • Demonstrated history meeting/exceeding $1M+ direct sales quotas with $100k+ average deal sizes
  • Proven methodology for independent prospecting and pipeline building
  • Experience at innovative tech companies (SaaS, IT infrastructure, cloud monitoring preferred)
  • Track record selling into Fortune 1000 enterprises and winning new logos
  • Comfortable with regular travel to client sites using car, train, or air transportation

Datadog celebrates diverse backgrounds. If you're passionate about cloud technology, observability, and enterprise sales, we encourage you to apply even if you don't meet every qualification.

Salary & Benefits

The estimated yearly salary range for this Enterprise Sales Executive role is $110,000 - $260,000 USD, including base, commission, and bonuses. Actual compensation depends on experience, skills, and performance.

  • Uncapped commission with high income earning potential
  • New hire RSU equity and employee stock purchase plan
  • Comprehensive health benefits including medical, dental, vision for family
  • 401(k) match and retirement savings
  • Fitness reimbursements and wellness programs
  • Professional development with MEDDIC and Command of the Message training
  • Mentorship programs and career pathing
  • Pet insurance and commuter benefits

Why Join Datadog?

Datadog (NASDAQ: DDOG) delivers rare growth + profitability in SaaS. Our cloud monitoring platform powers digital transformation for enterprises worldwide. Join a people-first culture that champions innovation, diversity, and professional growth.

  • Work with cutting-edge observability, APM, security, and DevOps tools
  • Hybrid model with collaborative office culture in Boston
  • Community Guilds and inclusive environment
  • Solve complex cloud challenges for Fortune 500 customers
  • Continuous learning with product training and sales methodologies

Datadog is built by engineers for engineers - but our sales team drives customer success through deep technical understanding and business acumen.

How to Apply

Ready to accelerate your enterprise sales career with Datadog? Apply now for the Enterprise Sales Executive position in Boston, Massachusetts. Submit your resume and join thousands of Datadogs solving the cloud age's toughest challenges. We review applications continuously - don't wait!

Datadog is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Locations

  • Boston, Massachusetts, United States

Salary

110,000 - 260,000 USD / yearly

Estimated Salary Rangehigh confidence

115,500 - 286,000 USD / yearly

Source: ai estimated

* This is an estimated range based on market data and may vary based on experience and qualifications.

Skills Required

  • Enterprise Salesintermediate
  • SaaS Salesintermediate
  • Cloud Monitoringintermediate
  • Observability Solutionsintermediate
  • DevOps Pipeline Managementintermediate
  • Fortune 1000 Account Managementintermediate
  • MEDDIC Sales Methodologyintermediate
  • ROI Value Sellingintermediate
  • Pipeline Developmentintermediate
  • Customer Relationship Mappingintermediate
  • Cloud Migration Strategiesintermediate
  • Infrastructure Monitoringintermediate
  • Deal Negotiationintermediate
  • Forecasting Accuracyintermediate
  • Strategic Prospectingintermediate

Required Qualifications

  • 3+ years of closing experience in mid-market or enterprise field sales (experience)
  • Proven track record meeting/exceeding $1M+ direct sales goals with $100k+ average deal size (experience)
  • Demonstrated ability to prospect and build pipeline independently (experience)
  • Experience selling to large Fortune 1000 companies and winning new logos (experience)
  • Background in innovative tech companies (SaaS, IT infrastructure preferred) (experience)
  • Comfortable with regular travel to client sites across regions (experience)

Responsibilities

  • Prospect into Fortune 1000 companies and run efficient sales processes
  • Build and maintain comprehensive relationship maps for territory
  • Develop deep understanding of customer business challenges
  • Negotiate pricing and terms by selling value and ROI
  • Expand reach and depth within assigned territory
  • Demonstrate resourcefulness solving complex sales challenges
  • Identify business drivers behind all opportunities
  • Ensure high forecasting accuracy and consistency
  • Handle customer expectations while closing new business
  • Gain customer validation through intuitive sales steps

Benefits

  • general: Competitive base salary plus uncapped commission
  • general: New hire stock equity (RSU) and ESPP
  • general: Comprehensive medical, dental, and vision for family
  • general: 401(k) retirement savings with company match
  • general: Generous paid time off and parental leave
  • general: Fitness reimbursements and wellness programs
  • general: Professional development with MEDDIC training
  • general: Pet adoption and insurance program
  • general: Commuter benefits and hybrid work flexibility
  • general: Intra-departmental mentorship and buddy programs

Target Your Resume for "Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now!" , Datadog

Get personalized recommendations to optimize your resume specifically for Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now!. Takes only 15 seconds!

AI-powered keyword optimization
Skills matching & gap analysis
Experience alignment suggestions

Check Your ATS Score for "Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now!" , Datadog

Find out how well your resume matches this job's requirements. Get comprehensive analysis including ATS compatibility, keyword matching, skill gaps, and personalized recommendations.

ATS compatibility check
Keyword optimization analysis
Skill matching & gap identification
Format & readability score

Tags & Categories

Enterprise SalesSaaSCloud MonitoringObservabilityFortune 1000Boston JobsHybrid WorkHigh CommissionEquity CompensationMEDDICEnterprise Sales Executive DatadogDatadog sales jobs BostonFortune 1000 SaaS salesCloud monitoring sales careersObservability platform sales jobsMEDDIC sales training jobsHybrid sales jobs MassachusettsSaaS enterprise sales BostonDatadog careers Boston MA$100k+ deal size sales jobsCloud migration sales executiveInfrastructure monitoring salesDevOps sales careers DatadogFortune 1000 account executiveHigh commission SaaS salesRSU equity sales positionsTech sales jobs Boston 2024Enterprise Sales

Answer 10 quick questions to check your fit for Enterprise Sales Executive Careers at Datadog - Boston, Massachusetts | Apply Now! @ Datadog.

Quiz Challenge
10 Questions
~2 Minutes
Instant Score

Related Books and Jobs

No related jobs found at the moment.