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Enterprise Sales Executive (FED) Careers at Datadog - Maryland, United States | Apply Now!

Datadog

Enterprise Sales Executive (FED) Careers at Datadog - Maryland, United States | Apply Now!

full-timePosted: Jan 21, 2026

Job Description

Role Overview

Join Datadog as an Enterprise Sales Executive (FED) in our high-growth federal sales team. This remote position based in Maryland, USA, offers a prime opportunity to sell cutting-edge cloud monitoring and security solutions to civilian federal agencies. Datadog's best-of-breed platform helps organizations solve real observability challenges in hybrid and cloud environments. Our sellers follow proven methodologies like MEDDIC to identify customer needs and demonstrate clear ROI.

As we expand into the public sector enterprise segment, you'll blaze the trail for organizational growth. Target lucrative territories with agencies transitioning to the cloud. Whether maintaining existing relationships or winning new Fortune 1000 logos, this role demands passion for technology and bold revenue targets. Datadog values hybrid work culture fostering collaboration, creativity, and work-life harmony.

Key Responsibilities at Datadog

  • Prospect aggressively into Fortune 1000 companies while executing efficient, methodology-driven sales processes.
  • Build and own comprehensive relationship maps for your Maryland federal territory, including existing contacts and aspirational targets.
  • Deep-dive into customer businesses to uncover unique observability and DevOps challenges.
  • Negotiate winning deals by selling Datadog's value proposition, ROI, and cloud migration benefits.
  • Expand territory penetration by handling renewals and upselling into existing federal accounts.
  • Solve creatively when facing complex sales obstacles that require innovative approaches.
  • Drive closures with intuitive understanding of steps needed for customer validation and commitment.
  • Uncover drivers behind every opportunity to ensure robust pipeline health.
  • Maintain forecasting excellence for consistent revenue predictability.
  • Travel up to 70% to client sites, demonstrating commitment to federal sales success.

Qualifications & Requirements

To thrive as a Datadog Enterprise Sales Executive (FED), you need proven enterprise sales chops:

  • 3+ years closing deals in mid-market and enterprise environments.
  • Track record exceeding $1M+ annual quotas with $100k+ average deal sizes.
  • Self-starter methodology for prospecting and pipeline generation.
  • Experience at innovative SaaS or IT infrastructure companies (observability, DevOps preferred).
  • Proven wins selling into Fortune 1000 and federal civilian agencies.
  • Comfort with 70% travel and sitting up to 4 hours for client meetings.
  • Passion for cloud technologies, security platforms, and public sector transformation.

Datadog celebrates diverse backgrounds. If you're passionate about tech sales and growth, apply even if you don't check every box.

Salary & Benefits

Earn competitively with a base salary of $110,000 - $120,000 USD, plus uncapped commissions for high-income potential. Full package includes:

  • New hire RSU equity and ESPP for ownership stake.
  • Best-in-class medical, dental, parental, and mental health benefits.
  • 401(k) match, PTO, fitness reimbursements, commuter benefits.
  • Sales training in MEDDIC and Command of the Message.
  • Mentor programs, Community Guilds, pet insurance.

Benefits vary by location but prioritize employee well-being and growth.

Why Join Datadog?

Datadog (NASDAQ: DDOG) leads the SaaS observability market with explosive growth and profitability. Break silos in the cloud age by enabling digital transformation for federal agencies. Our federal team pioneers public sector expansion, offering rich territories and hybrid cloud opportunities. Benefit from continuous training, inclusive culture, and career pathing. High performers unlock massive earning potential in a collaborative environment valuing innovation and results.

Work remotely from Maryland while traveling to build lasting client relationships. Join a team dedicated to personal development and collective success in cloud monitoring, security, and DevOps.

How to Apply

Ready to drive Datadog's federal growth? Apply now for the Enterprise Sales Executive (FED) role. Submit your resume highlighting SaaS sales achievements, federal experience, and quota attainment. We'll review qualified candidates promptly. Don't miss this chance to sell transformative observability solutions to civilian agencies.

Datadog is an equal opportunity employer committed to diversity. Learn more about our mission to simplify cloud complexity at datadoghq.com.

Locations

  • Baltimore, Maryland, United States (Remote)
  • Remote, Maryland, United States (Remote)

Salary

110,000 - 120,000 USD / yearly

Estimated Salary Rangehigh confidence

115,500 - 132,000 USD / yearly

Source: ai estimated

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

Skills Required

  • SaaS Salesintermediate
  • Enterprise Account Managementintermediate
  • Cloud Monitoringintermediate
  • Observability Solutionsintermediate
  • Federal Salesintermediate
  • MEDDIC Sales Methodologyintermediate
  • Pipeline Developmentintermediate
  • Fortune 1000 Sellingintermediate
  • ROI Value Sellingintermediate
  • DevOps Toolsintermediate
  • Cloud Migrationintermediate
  • Public Sector Salesintermediate
  • Forecasting Accuracyintermediate
  • Relationship Mappingintermediate
  • Hybrid Cloud Strategiesintermediate

Required Qualifications

  • 3+ years closing experience in mid-market and 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 innovative SaaS, IT infrastructure, or similar tech solutions (experience)
  • Success selling into Fortune 1000 companies and winning new logos (experience)
  • Comfortable with up to 70% travel to client sites via auto, train, or air (experience)
  • Passion for technology and federal civilian agency markets (experience)
  • Ability to negotiate pricing and terms by emphasizing value and ROI (experience)

Responsibilities

  • Prospect into large Fortune 1000 companies while running efficient sales processes
  • Maintain, build, and own territory relationship maps including existing and aspirational contacts
  • Develop deep understanding of customer's business needs and challenges
  • Negotiate favorable pricing and business terms by selling value and ROI
  • Handle existing customer expectations while expanding reach and depth in territory
  • Demonstrate resourcefulness solving complex sales challenges
  • Intuitively identify steps to close business and gain customer validation
  • Pinpoint robust business drivers behind all sales opportunities
  • Ensure high forecasting accuracy and consistency for revenue targets
  • Collaborate with federal civilian agencies transitioning to hybrid cloud environments

Benefits

  • general: Competitive base salary $110,000-$120,000 USD plus uncapped commission
  • general: New hire stock equity (RSU) and employee stock purchase plan (ESSP)
  • general: Comprehensive medical, dental, and vision health insurance for family
  • general: Generous 401(k) retirement savings with company match
  • general: Paid time off, parental planning, and mental health benefits
  • general: Fitness reimbursements and wellness programs
  • general: Professional development with MEDDIC and Command of the Message sales training
  • general: Intra-departmental mentor and buddy program for networking
  • general: Pet adoption and insurance program
  • general: Commuter benefits and hybrid work-life harmony

Target Your Resume for "Enterprise Sales Executive (FED) Careers at Datadog - Maryland, United States | Apply Now!" , Datadog

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Tags & Categories

Datadog CareersFederal SalesEnterprise SalesRemote Jobs MarylandSaaS SalesCloud MonitoringObservabilityDevOpsPublic SectorEnterprise Sales Executive FED DatadogFederal Sales Jobs Maryland RemoteDatadog Cloud Monitoring CareersSaaS Sales Executive Federal CivilianObservability Sales Jobs USAFortune 1000 Sales RepresentativeCloud Security Sales Federal AgenciesMEDDIC Sales Training JobsDevOps Sales Executive RemoteHybrid Cloud Sales OpportunitiesPublic Sector Enterprise SalesDatadog Federal Jobs Apply NowHigh Commission Tech Sales MarylandROI Value Selling CareersPipeline Development Sales RolesFortune 1000 New Logo WinsSaaS Federal Government SalesEnterprise Sales

Answer 10 quick questions to check your fit for Enterprise Sales Executive (FED) Careers at Datadog - Maryland, United States | Apply Now! @ Datadog.

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Datadog logo

Enterprise Sales Executive (FED) Careers at Datadog - Maryland, United States | Apply Now!

Datadog

Enterprise Sales Executive (FED) Careers at Datadog - Maryland, United States | Apply Now!

full-timePosted: Jan 21, 2026

Job Description

Role Overview

Join Datadog as an Enterprise Sales Executive (FED) in our high-growth federal sales team. This remote position based in Maryland, USA, offers a prime opportunity to sell cutting-edge cloud monitoring and security solutions to civilian federal agencies. Datadog's best-of-breed platform helps organizations solve real observability challenges in hybrid and cloud environments. Our sellers follow proven methodologies like MEDDIC to identify customer needs and demonstrate clear ROI.

As we expand into the public sector enterprise segment, you'll blaze the trail for organizational growth. Target lucrative territories with agencies transitioning to the cloud. Whether maintaining existing relationships or winning new Fortune 1000 logos, this role demands passion for technology and bold revenue targets. Datadog values hybrid work culture fostering collaboration, creativity, and work-life harmony.

Key Responsibilities at Datadog

  • Prospect aggressively into Fortune 1000 companies while executing efficient, methodology-driven sales processes.
  • Build and own comprehensive relationship maps for your Maryland federal territory, including existing contacts and aspirational targets.
  • Deep-dive into customer businesses to uncover unique observability and DevOps challenges.
  • Negotiate winning deals by selling Datadog's value proposition, ROI, and cloud migration benefits.
  • Expand territory penetration by handling renewals and upselling into existing federal accounts.
  • Solve creatively when facing complex sales obstacles that require innovative approaches.
  • Drive closures with intuitive understanding of steps needed for customer validation and commitment.
  • Uncover drivers behind every opportunity to ensure robust pipeline health.
  • Maintain forecasting excellence for consistent revenue predictability.
  • Travel up to 70% to client sites, demonstrating commitment to federal sales success.

Qualifications & Requirements

To thrive as a Datadog Enterprise Sales Executive (FED), you need proven enterprise sales chops:

  • 3+ years closing deals in mid-market and enterprise environments.
  • Track record exceeding $1M+ annual quotas with $100k+ average deal sizes.
  • Self-starter methodology for prospecting and pipeline generation.
  • Experience at innovative SaaS or IT infrastructure companies (observability, DevOps preferred).
  • Proven wins selling into Fortune 1000 and federal civilian agencies.
  • Comfort with 70% travel and sitting up to 4 hours for client meetings.
  • Passion for cloud technologies, security platforms, and public sector transformation.

Datadog celebrates diverse backgrounds. If you're passionate about tech sales and growth, apply even if you don't check every box.

Salary & Benefits

Earn competitively with a base salary of $110,000 - $120,000 USD, plus uncapped commissions for high-income potential. Full package includes:

  • New hire RSU equity and ESPP for ownership stake.
  • Best-in-class medical, dental, parental, and mental health benefits.
  • 401(k) match, PTO, fitness reimbursements, commuter benefits.
  • Sales training in MEDDIC and Command of the Message.
  • Mentor programs, Community Guilds, pet insurance.

Benefits vary by location but prioritize employee well-being and growth.

Why Join Datadog?

Datadog (NASDAQ: DDOG) leads the SaaS observability market with explosive growth and profitability. Break silos in the cloud age by enabling digital transformation for federal agencies. Our federal team pioneers public sector expansion, offering rich territories and hybrid cloud opportunities. Benefit from continuous training, inclusive culture, and career pathing. High performers unlock massive earning potential in a collaborative environment valuing innovation and results.

Work remotely from Maryland while traveling to build lasting client relationships. Join a team dedicated to personal development and collective success in cloud monitoring, security, and DevOps.

How to Apply

Ready to drive Datadog's federal growth? Apply now for the Enterprise Sales Executive (FED) role. Submit your resume highlighting SaaS sales achievements, federal experience, and quota attainment. We'll review qualified candidates promptly. Don't miss this chance to sell transformative observability solutions to civilian agencies.

Datadog is an equal opportunity employer committed to diversity. Learn more about our mission to simplify cloud complexity at datadoghq.com.

Locations

  • Baltimore, Maryland, United States (Remote)
  • Remote, Maryland, United States (Remote)

Salary

110,000 - 120,000 USD / yearly

Estimated Salary Rangehigh confidence

115,500 - 132,000 USD / yearly

Source: ai estimated

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

Skills Required

  • SaaS Salesintermediate
  • Enterprise Account Managementintermediate
  • Cloud Monitoringintermediate
  • Observability Solutionsintermediate
  • Federal Salesintermediate
  • MEDDIC Sales Methodologyintermediate
  • Pipeline Developmentintermediate
  • Fortune 1000 Sellingintermediate
  • ROI Value Sellingintermediate
  • DevOps Toolsintermediate
  • Cloud Migrationintermediate
  • Public Sector Salesintermediate
  • Forecasting Accuracyintermediate
  • Relationship Mappingintermediate
  • Hybrid Cloud Strategiesintermediate

Required Qualifications

  • 3+ years closing experience in mid-market and 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 innovative SaaS, IT infrastructure, or similar tech solutions (experience)
  • Success selling into Fortune 1000 companies and winning new logos (experience)
  • Comfortable with up to 70% travel to client sites via auto, train, or air (experience)
  • Passion for technology and federal civilian agency markets (experience)
  • Ability to negotiate pricing and terms by emphasizing value and ROI (experience)

Responsibilities

  • Prospect into large Fortune 1000 companies while running efficient sales processes
  • Maintain, build, and own territory relationship maps including existing and aspirational contacts
  • Develop deep understanding of customer's business needs and challenges
  • Negotiate favorable pricing and business terms by selling value and ROI
  • Handle existing customer expectations while expanding reach and depth in territory
  • Demonstrate resourcefulness solving complex sales challenges
  • Intuitively identify steps to close business and gain customer validation
  • Pinpoint robust business drivers behind all sales opportunities
  • Ensure high forecasting accuracy and consistency for revenue targets
  • Collaborate with federal civilian agencies transitioning to hybrid cloud environments

Benefits

  • general: Competitive base salary $110,000-$120,000 USD plus uncapped commission
  • general: New hire stock equity (RSU) and employee stock purchase plan (ESSP)
  • general: Comprehensive medical, dental, and vision health insurance for family
  • general: Generous 401(k) retirement savings with company match
  • general: Paid time off, parental planning, and mental health benefits
  • general: Fitness reimbursements and wellness programs
  • general: Professional development with MEDDIC and Command of the Message sales training
  • general: Intra-departmental mentor and buddy program for networking
  • general: Pet adoption and insurance program
  • general: Commuter benefits and hybrid work-life harmony

Target Your Resume for "Enterprise Sales Executive (FED) Careers at Datadog - Maryland, United States | Apply Now!" , Datadog

Get personalized recommendations to optimize your resume specifically for Enterprise Sales Executive (FED) Careers at Datadog - Maryland, United States | 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 (FED) Careers at Datadog - Maryland, United States | 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

Datadog CareersFederal SalesEnterprise SalesRemote Jobs MarylandSaaS SalesCloud MonitoringObservabilityDevOpsPublic SectorEnterprise Sales Executive FED DatadogFederal Sales Jobs Maryland RemoteDatadog Cloud Monitoring CareersSaaS Sales Executive Federal CivilianObservability Sales Jobs USAFortune 1000 Sales RepresentativeCloud Security Sales Federal AgenciesMEDDIC Sales Training JobsDevOps Sales Executive RemoteHybrid Cloud Sales OpportunitiesPublic Sector Enterprise SalesDatadog Federal Jobs Apply NowHigh Commission Tech Sales MarylandROI Value Selling CareersPipeline Development Sales RolesFortune 1000 New Logo WinsSaaS Federal Government SalesEnterprise Sales

Answer 10 quick questions to check your fit for Enterprise Sales Executive (FED) Careers at Datadog - Maryland, United States | Apply Now! @ Datadog.

Quiz Challenge
10 Questions
~2 Minutes
Instant Score

Related Books and Jobs

No related jobs found at the moment.