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

Datadog

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

full-timePosted: Feb 5, 2026

Job Description

Role Overview

Join Datadog as an Enterprise Sales Executive (SLED) in a remote role based in Illinois, USA. Datadog is the leading cloud monitoring and security platform powering observability for modern cloud applications. Our SLED sales team drives growth into State, Local, and Education sectors, helping organizations transition to hybrid and full cloud environments with our best-of-breed SaaS product. This high-impact position offers bold revenue targets, territory ownership in rich Illinois markets, and the chance to pioneer Public Sector expansion. With a well-defined sales methodology, you'll identify customer needs, convey Datadog's unmatched value in observability, DevOps, and cloud security, and achieve personal and team success. Datadog's hybrid workplace fosters work-life harmony while emphasizing office culture for collaboration and creativity.

Key Responsibilities at Datadog

  • Prospect aggressively into State, Local, and Education organizations, executing efficient, methodology-driven sales processes to build robust pipelines.
  • Maintain and expand territory relationship maps, nurturing existing contacts while targeting aspirational decision-makers in SLED accounts.
  • Deep-dive into customer businesses, uncovering unique pain points in cloud monitoring, observability, and security to position Datadog perfectly.
  • Negotiate winning deals by selling value, ROI, and Datadog's superiority in real-time infrastructure monitoring and APM.
  • Expand existing accounts while handling expectations, growing depth and breadth in your Illinois territory.
  • Overcome obstacles resourcefully, demonstrating grit when challenges arise in complex enterprise sales cycles.
  • Master deal closure with intuitive steps for validation, leveraging Datadog demos in log management, synthetics, and more.
  • Identify value drivers across opportunities, from DevOps automation to security threat detection.
  • Deliver precise forecasting for consistent revenue attainment and team planning.
  • Travel strategically to client sites across Illinois and regions to build trust and close business.

Qualifications & Requirements

  • 3+ years closing field sales experience in mid-market or enterprise environments, with proven quota attainment.
  • Demonstrated success hitting/exceeding $800k+ annual goals and $50k+ average deal sizes.
  • Independent pipeline generation expertise using modern prospecting techniques tailored to SLED.
  • Prior experience at innovative SaaS/IT infrastructure companies, ideally selling observability or cloud solutions.
  • Established track record winning new logos in State, Local, and Education sectors.
  • Comfort with regular travel (car, train, air) to client sites based on business needs.
  • Passion for technology, especially cloud-native monitoring, DevOps, and security platforms like Datadog.

Datadog welcomes passionate technologists—even if you don't match every qualification perfectly. We prioritize growth mindset and SLED sales hunger.

Salary & Benefits

Earn $110,000 - $250,000 USD yearly (base + variable), based on experience and performance. Datadog offers competitive equity (RSU/ESPP), comprehensive family health insurance, 401(k) match, PTO, fitness reimbursements, commuter benefits, and more. Additional perks include MEDDIC sales training, professional development, mentor programs, pet insurance, and inclusive Community Guilds. Benefits vary by location but emphasize work-life harmony in our hybrid model.

Why Join Datadog?

Datadog (NASDAQ: DDOG) is a global SaaS leader delivering growth and profitability while breaking down cloud silos. Work with cutting-edge observability tools that solve real problems for SLED customers transitioning to cloud. Enjoy high-earning potential, stock upside, and career acceleration in a collaborative culture. Our SLED team blazes trails into new markets, offering lucrative territories and personal development. Join a company valuing diversity, innovation, and results—where top performers thrive.

How to Apply

Ready to drive Datadog's Public Sector growth? Apply now for this remote Enterprise Sales Executive (SLED) role in Illinois. Submit your resume highlighting SLED wins, quota attainment, and tech passion. We'll review promptly and connect for next steps. Don't miss this chance to own a rich territory and scale with Datadog's cloud monitoring dominance.

Word count: 1,456

Locations

  • Chicago, Illinois, United States (Remote)
  • Springfield, Illinois, United States (Remote)
  • Remote, Illinois, United States (Remote)

Salary

110,000 - 250,000 USD / yearly

Estimated Salary Rangehigh confidence

115,500 - 275,000 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 Platformsintermediate
  • DevOps Toolsintermediate
  • MEDDIC Sales Methodologyintermediate
  • Public Sector Salesintermediate
  • SLED Sellingintermediate
  • Pipeline Generationintermediate
  • Revenue Forecastingintermediate
  • ROI Value Sellingintermediate
  • Datadog Platformintermediate
  • Hybrid Cloud Solutionsintermediate
  • Customer Relationship Mappingintermediate
  • Negotiation Strategiesintermediate

Required Qualifications

  • 3+ years of closing experience in mid-market or enterprise field sales (experience)
  • Proven track record meeting/exceeding $800k+ direct sales goals with $50k+ average deal size (experience)
  • Demonstrated ability to prospect and build pipeline independently (experience)
  • Experience selling into State, Local, and Education (SLED) organizations with new logo wins (experience)
  • Background in innovative tech companies, preferably SaaS or IT infrastructure (experience)
  • Comfortable with regular travel to client sites via car, train, or air (experience)

Responsibilities

  • Prospect into State, Local, and Education organizations while running efficient sales processes
  • Maintain, build, and own territory relationship maps including existing and aspirational contacts
  • Develop deep understanding of customer business needs and challenges
  • Negotiate favorable pricing and terms by emphasizing value and ROI
  • Manage existing customer expectations while expanding reach and depth in territory
  • Demonstrate resourcefulness in overcoming complex sales challenges
  • Intuitively identify steps needed to close deals and gain customer validation
  • Pinpoint robust value drivers for all sales opportunities
  • Maintain high forecasting accuracy and consistency
  • Drive organizational growth in Public Sector enterprise segment

Benefits

  • general: Competitive Equity including new hire RSU and ESPP
  • general: High income earning opportunities based on performance
  • general: Comprehensive medical, dental, and family health insurance
  • general: Generous 401(k) retirement savings with company match
  • general: Paid time off and parental planning benefits
  • general: Fitness reimbursements and wellness programs
  • general: Continuous professional development and sales training (MEDDIC, Command of the Message)
  • general: Intra-departmental mentor and buddy programs
  • general: Pet adoption and insurance program
  • general: Commuter benefits for hybrid work arrangements

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

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Tags & Categories

SLED SalesEnterprise SalesDatadog CareersRemote Jobs IllinoisCloud ObservabilitySaaS SalesPublic Sector TechEnterprise Sales Executive SLED DatadogSLED sales jobs Illinois remoteDatadog careers public sectorCloud monitoring sales executiveObservability SaaS sales jobsSLED account executive remote IllinoisDatadog SLED sales quota jobsEnterprise sales jobs cloud securityRemote SLED sales executive USADatadog sales methodology MEDDICPublic sector cloud observability salesIllinois tech sales jobs remoteDatadog enterprise sales SLEDSaaS sales executive state local educationHigh OTE sales jobs DatadogDevOps monitoring sales careersEnterprise Sales

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

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Datadog logo

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

Datadog

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

full-timePosted: Feb 5, 2026

Job Description

Role Overview

Join Datadog as an Enterprise Sales Executive (SLED) in a remote role based in Illinois, USA. Datadog is the leading cloud monitoring and security platform powering observability for modern cloud applications. Our SLED sales team drives growth into State, Local, and Education sectors, helping organizations transition to hybrid and full cloud environments with our best-of-breed SaaS product. This high-impact position offers bold revenue targets, territory ownership in rich Illinois markets, and the chance to pioneer Public Sector expansion. With a well-defined sales methodology, you'll identify customer needs, convey Datadog's unmatched value in observability, DevOps, and cloud security, and achieve personal and team success. Datadog's hybrid workplace fosters work-life harmony while emphasizing office culture for collaboration and creativity.

Key Responsibilities at Datadog

  • Prospect aggressively into State, Local, and Education organizations, executing efficient, methodology-driven sales processes to build robust pipelines.
  • Maintain and expand territory relationship maps, nurturing existing contacts while targeting aspirational decision-makers in SLED accounts.
  • Deep-dive into customer businesses, uncovering unique pain points in cloud monitoring, observability, and security to position Datadog perfectly.
  • Negotiate winning deals by selling value, ROI, and Datadog's superiority in real-time infrastructure monitoring and APM.
  • Expand existing accounts while handling expectations, growing depth and breadth in your Illinois territory.
  • Overcome obstacles resourcefully, demonstrating grit when challenges arise in complex enterprise sales cycles.
  • Master deal closure with intuitive steps for validation, leveraging Datadog demos in log management, synthetics, and more.
  • Identify value drivers across opportunities, from DevOps automation to security threat detection.
  • Deliver precise forecasting for consistent revenue attainment and team planning.
  • Travel strategically to client sites across Illinois and regions to build trust and close business.

Qualifications & Requirements

  • 3+ years closing field sales experience in mid-market or enterprise environments, with proven quota attainment.
  • Demonstrated success hitting/exceeding $800k+ annual goals and $50k+ average deal sizes.
  • Independent pipeline generation expertise using modern prospecting techniques tailored to SLED.
  • Prior experience at innovative SaaS/IT infrastructure companies, ideally selling observability or cloud solutions.
  • Established track record winning new logos in State, Local, and Education sectors.
  • Comfort with regular travel (car, train, air) to client sites based on business needs.
  • Passion for technology, especially cloud-native monitoring, DevOps, and security platforms like Datadog.

Datadog welcomes passionate technologists—even if you don't match every qualification perfectly. We prioritize growth mindset and SLED sales hunger.

Salary & Benefits

Earn $110,000 - $250,000 USD yearly (base + variable), based on experience and performance. Datadog offers competitive equity (RSU/ESPP), comprehensive family health insurance, 401(k) match, PTO, fitness reimbursements, commuter benefits, and more. Additional perks include MEDDIC sales training, professional development, mentor programs, pet insurance, and inclusive Community Guilds. Benefits vary by location but emphasize work-life harmony in our hybrid model.

Why Join Datadog?

Datadog (NASDAQ: DDOG) is a global SaaS leader delivering growth and profitability while breaking down cloud silos. Work with cutting-edge observability tools that solve real problems for SLED customers transitioning to cloud. Enjoy high-earning potential, stock upside, and career acceleration in a collaborative culture. Our SLED team blazes trails into new markets, offering lucrative territories and personal development. Join a company valuing diversity, innovation, and results—where top performers thrive.

How to Apply

Ready to drive Datadog's Public Sector growth? Apply now for this remote Enterprise Sales Executive (SLED) role in Illinois. Submit your resume highlighting SLED wins, quota attainment, and tech passion. We'll review promptly and connect for next steps. Don't miss this chance to own a rich territory and scale with Datadog's cloud monitoring dominance.

Word count: 1,456

Locations

  • Chicago, Illinois, United States (Remote)
  • Springfield, Illinois, United States (Remote)
  • Remote, Illinois, United States (Remote)

Salary

110,000 - 250,000 USD / yearly

Estimated Salary Rangehigh confidence

115,500 - 275,000 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 Platformsintermediate
  • DevOps Toolsintermediate
  • MEDDIC Sales Methodologyintermediate
  • Public Sector Salesintermediate
  • SLED Sellingintermediate
  • Pipeline Generationintermediate
  • Revenue Forecastingintermediate
  • ROI Value Sellingintermediate
  • Datadog Platformintermediate
  • Hybrid Cloud Solutionsintermediate
  • Customer Relationship Mappingintermediate
  • Negotiation Strategiesintermediate

Required Qualifications

  • 3+ years of closing experience in mid-market or enterprise field sales (experience)
  • Proven track record meeting/exceeding $800k+ direct sales goals with $50k+ average deal size (experience)
  • Demonstrated ability to prospect and build pipeline independently (experience)
  • Experience selling into State, Local, and Education (SLED) organizations with new logo wins (experience)
  • Background in innovative tech companies, preferably SaaS or IT infrastructure (experience)
  • Comfortable with regular travel to client sites via car, train, or air (experience)

Responsibilities

  • Prospect into State, Local, and Education organizations while running efficient sales processes
  • Maintain, build, and own territory relationship maps including existing and aspirational contacts
  • Develop deep understanding of customer business needs and challenges
  • Negotiate favorable pricing and terms by emphasizing value and ROI
  • Manage existing customer expectations while expanding reach and depth in territory
  • Demonstrate resourcefulness in overcoming complex sales challenges
  • Intuitively identify steps needed to close deals and gain customer validation
  • Pinpoint robust value drivers for all sales opportunities
  • Maintain high forecasting accuracy and consistency
  • Drive organizational growth in Public Sector enterprise segment

Benefits

  • general: Competitive Equity including new hire RSU and ESPP
  • general: High income earning opportunities based on performance
  • general: Comprehensive medical, dental, and family health insurance
  • general: Generous 401(k) retirement savings with company match
  • general: Paid time off and parental planning benefits
  • general: Fitness reimbursements and wellness programs
  • general: Continuous professional development and sales training (MEDDIC, Command of the Message)
  • general: Intra-departmental mentor and buddy programs
  • general: Pet adoption and insurance program
  • general: Commuter benefits for hybrid work arrangements

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

Get personalized recommendations to optimize your resume specifically for Enterprise Sales Executive (SLED) Careers at Datadog - Illinois, 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 (SLED) Careers at Datadog - Illinois, 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

SLED SalesEnterprise SalesDatadog CareersRemote Jobs IllinoisCloud ObservabilitySaaS SalesPublic Sector TechEnterprise Sales Executive SLED DatadogSLED sales jobs Illinois remoteDatadog careers public sectorCloud monitoring sales executiveObservability SaaS sales jobsSLED account executive remote IllinoisDatadog SLED sales quota jobsEnterprise sales jobs cloud securityRemote SLED sales executive USADatadog sales methodology MEDDICPublic sector cloud observability salesIllinois tech sales jobs remoteDatadog enterprise sales SLEDSaaS sales executive state local educationHigh OTE sales jobs DatadogDevOps monitoring sales careersEnterprise Sales

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

Quiz Challenge
10 Questions
~2 Minutes
Instant Score

Related Books and Jobs

No related jobs found at the moment.