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Key Accounts Executive Careers at Datadog - Illinois, United States | Apply Now!

Datadog

Key Accounts Executive Careers at Datadog - Illinois, United States | Apply Now!

full-timePosted: Feb 3, 2026

Job Description

Role Overview

Join Datadog as a Key Accounts Executive in Illinois, United States (remote-friendly) and target the largest, most strategic prospects in Fortune 100 companies. This high-impact sales role focuses on uncovering pain points in cloud migration and operations at scale, then delivering Datadog's world-class observability and monitoring solutions. As a leader in cloud monitoring, Datadog empowers enterprises with full-stack visibility into infrastructure, applications, and security. You'll drive new business, navigate complex accounts, and demonstrate ROI that transforms how enterprises manage their cloud environments.

Datadog operates a hybrid workplace model that balances office collaboration with work-life harmony. Built by engineers for engineers, our platform breaks down silos in the cloud age, enabling digital transformation for organizations worldwide. If you thrive in enterprise sales targeting high-potential accounts, this is your chance to own strategic relationships and close deals that shape the future of observability.

Key Responsibilities at Datadog

  • Develop and execute an outbound prospecting strategy tailored to specific Fortune 100 accounts, focusing on cloud observability needs.
  • Drive a strategic, multi-threaded sales motion spanning multiple stakeholders and Datadog product suites like infrastructure monitoring and APM.
  • Cross-sell and navigate throughout complex accounts, expanding from initial wins to full-stack adoption.
  • Create, own, and grow your own accounts, consistently demonstrating the value of the Datadog platform.
  • Develop a deep comprehension of customer's business, especially pain points in cloud environments at scale.
  • Work cross-functionally with marketing and solutions engineering to drive coordinated outbound efforts.
  • Negotiate favorable pricing and business terms with large enterprises by selling value and ROI.
  • Demonstrate resourcefulness when facing challenges and maintain an intuitive sense for closing business.
  • Identify robust business drivers behind opportunities and ensure high forecasting accuracy.

Qualifications & Requirements

To succeed as a Key Accounts Executive at Datadog, you need proven enterprise sales prowess. We're seeking:

  • 5+ years Enterprise Sales experience selling into Fortune 100 companies, with the ability to win new logos.
  • Driven track record meeting/exceeding $1M+ direct sales goals with average deal size of $100k+.
  • Able to demonstrate your own prospecting and pipeline-building methodology.
  • Experience at an innovative SaaS or IT infrastructure tech company (preferred).
  • Self-starter mindset, resourceful, coachable, and adaptable to sales motions.
  • Willingness for regular travel to client sites within Illinois and other regions.

Datadog values passion for technology over perfect resumes. If you're excited about cloud observability, DevOps, and driving enterprise growth, apply today!

Salary & Benefits

The estimated yearly salary for this Key Accounts Executive role is $135,000 - $150,000 USD, plus competitive equity, variable compensation, and best-in-class benefits. Actual pay depends on experience, skills, and qualifications.

Comprehensive Benefits Package:

  • New hire stock equity (RSU) and ESPP.
  • Healthcare, dental, vision for family, mental health support.
  • 401(k) with match, paid time off, parental leave.
  • Fitness reimbursements and wellness programs.
  • Professional development, product training, career pathing.
  • Mentor/buddy program and Community Guilds for networking.
  • Commuter benefits and travel support.

Benefits may vary by location but reflect Datadog's commitment to employee success.

Why Join Datadog?

Datadog (NASDAQ: DDOG) is a global SaaS leader delivering growth and profitability. Our mission: break down silos and solve cloud complexity through infrastructure monitoring, APM, security, and more. Used by organizations across industries, Datadog champions professional development, diversity, innovation, and work excellence.

As a Key Accounts Executive, you'll join a people-first community of collaborative, pragmatic thinkers. Enjoy hybrid flexibility, continuous growth opportunities, and the chance to work on cutting-edge observability solutions powering digital transformation. With our inclusive culture and robust perks, Datadog is where top sales talent builds lasting careers.

Target Fortune 100 wins, master cloud sales, and contribute to a platform trusted by the world's largest enterprises. Ready to elevate your sales career with Datadog's observability leadership?

How to Apply

Applying is simple: Submit your resume and cover letter highlighting your Fortune 100 sales wins and cloud tech passion. Our team reviews applications quickly. Stand out by including deal examples with $100k+ ACV and your prospecting approach. Datadog encourages applicants from all backgrounds—apply now and join the pack!

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

Locations

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

Salary

135,000 - 150,000 USD / yearly

Estimated Salary Rangehigh confidence

141,750 - 165,000 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
  • Fortune 100 Account Managementintermediate
  • Cloud Migration Strategiesintermediate
  • SaaS Sales Methodologyintermediate
  • Observability Platformsintermediate
  • DevOps Solutionsintermediate
  • Infrastructure Monitoringintermediate
  • Multi-threaded Salesintermediate
  • Pipeline Developmentintermediate
  • ROI Value Sellingintermediate
  • Datadog Platform Expertiseintermediate
  • Cross-selling Techniquesintermediate
  • Strategic Prospectingintermediate
  • Forecasting Accuracyintermediate
  • Tech Sales Negotiationintermediate

Required Qualifications

  • 5+ years Enterprise Sales experience selling into Fortune 100 companies with proven ability to win new logos (experience)
  • Track record of meeting/exceeding direct sales goals of $1M+ with average deal size of $100k+ (experience)
  • Demonstrated methodology to prospect and build pipeline independently (experience)
  • Experience working for an innovative tech company, preferably SaaS or IT infrastructure (experience)
  • Self-starter mindset with resourcefulness and coachability to adapt sales motion (experience)
  • Comfortable with regular travel to client sites across regions using car, train, or air (experience)

Responsibilities

  • Develop and execute outbound prospecting strategy tailored to Fortune 100 accounts
  • Drive strategic multi-threaded sales motion across multiple stakeholders and product suites
  • Cross-sell and navigate complex accounts to maximize Datadog platform adoption
  • Create, own, and grow accounts by demonstrating clear value and ROI
  • Deeply comprehend customer business challenges in cloud environments at scale
  • Collaborate cross-functionally with marketing and solutions engineering teams
  • Negotiate favorable pricing and terms by emphasizing value over discounts
  • Maintain high forecasting accuracy and identify key business drivers
  • Demonstrate resourcefulness in overcoming sales challenges
  • Gain customer validation through intuitive deal-closing steps

Benefits

  • general: New hire stock equity (RSU) and employee stock purchase plan (ESPP)
  • general: Comprehensive healthcare, dental, and vision insurance for family
  • general: 401(k) plan with generous company match
  • general: Paid time off and parental planning benefits
  • general: Mental health benefits and wellness programs
  • general: Fitness reimbursements and gym memberships
  • general: Continuous professional development and product training
  • general: Intra-departmental mentor and buddy program
  • general: Career pathing opportunities and Community Guilds
  • general: Commuter benefits and travel reimbursements

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Tags & Categories

DatadogSalesEnterprise SalesCloudObservabilityRemoteIllinoisFortune 100SaaSDevOpsKey Accounts Executive DatadogDatadog sales jobs IllinoisFortune 100 enterprise sales remoteCloud observability sales careersSaaS enterprise account executiveDatadog Key Accounts jobsRemote sales jobs Illinois DatadogInfrastructure monitoring salesDevOps sales executive DatadogFortune 100 sales roles USACloud migration sales jobsHigh ACV SaaS sales positionsDatadog observability careersEnterprise sales remote IllinoisTech sales jobs $150k salaryDatadog Key Accounts Executive applyEnterprise Sales

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Key Accounts Executive Careers at Datadog - Illinois, United States | Apply Now!

Datadog

Key Accounts Executive Careers at Datadog - Illinois, United States | Apply Now!

full-timePosted: Feb 3, 2026

Job Description

Role Overview

Join Datadog as a Key Accounts Executive in Illinois, United States (remote-friendly) and target the largest, most strategic prospects in Fortune 100 companies. This high-impact sales role focuses on uncovering pain points in cloud migration and operations at scale, then delivering Datadog's world-class observability and monitoring solutions. As a leader in cloud monitoring, Datadog empowers enterprises with full-stack visibility into infrastructure, applications, and security. You'll drive new business, navigate complex accounts, and demonstrate ROI that transforms how enterprises manage their cloud environments.

Datadog operates a hybrid workplace model that balances office collaboration with work-life harmony. Built by engineers for engineers, our platform breaks down silos in the cloud age, enabling digital transformation for organizations worldwide. If you thrive in enterprise sales targeting high-potential accounts, this is your chance to own strategic relationships and close deals that shape the future of observability.

Key Responsibilities at Datadog

  • Develop and execute an outbound prospecting strategy tailored to specific Fortune 100 accounts, focusing on cloud observability needs.
  • Drive a strategic, multi-threaded sales motion spanning multiple stakeholders and Datadog product suites like infrastructure monitoring and APM.
  • Cross-sell and navigate throughout complex accounts, expanding from initial wins to full-stack adoption.
  • Create, own, and grow your own accounts, consistently demonstrating the value of the Datadog platform.
  • Develop a deep comprehension of customer's business, especially pain points in cloud environments at scale.
  • Work cross-functionally with marketing and solutions engineering to drive coordinated outbound efforts.
  • Negotiate favorable pricing and business terms with large enterprises by selling value and ROI.
  • Demonstrate resourcefulness when facing challenges and maintain an intuitive sense for closing business.
  • Identify robust business drivers behind opportunities and ensure high forecasting accuracy.

Qualifications & Requirements

To succeed as a Key Accounts Executive at Datadog, you need proven enterprise sales prowess. We're seeking:

  • 5+ years Enterprise Sales experience selling into Fortune 100 companies, with the ability to win new logos.
  • Driven track record meeting/exceeding $1M+ direct sales goals with average deal size of $100k+.
  • Able to demonstrate your own prospecting and pipeline-building methodology.
  • Experience at an innovative SaaS or IT infrastructure tech company (preferred).
  • Self-starter mindset, resourceful, coachable, and adaptable to sales motions.
  • Willingness for regular travel to client sites within Illinois and other regions.

Datadog values passion for technology over perfect resumes. If you're excited about cloud observability, DevOps, and driving enterprise growth, apply today!

Salary & Benefits

The estimated yearly salary for this Key Accounts Executive role is $135,000 - $150,000 USD, plus competitive equity, variable compensation, and best-in-class benefits. Actual pay depends on experience, skills, and qualifications.

Comprehensive Benefits Package:

  • New hire stock equity (RSU) and ESPP.
  • Healthcare, dental, vision for family, mental health support.
  • 401(k) with match, paid time off, parental leave.
  • Fitness reimbursements and wellness programs.
  • Professional development, product training, career pathing.
  • Mentor/buddy program and Community Guilds for networking.
  • Commuter benefits and travel support.

Benefits may vary by location but reflect Datadog's commitment to employee success.

Why Join Datadog?

Datadog (NASDAQ: DDOG) is a global SaaS leader delivering growth and profitability. Our mission: break down silos and solve cloud complexity through infrastructure monitoring, APM, security, and more. Used by organizations across industries, Datadog champions professional development, diversity, innovation, and work excellence.

As a Key Accounts Executive, you'll join a people-first community of collaborative, pragmatic thinkers. Enjoy hybrid flexibility, continuous growth opportunities, and the chance to work on cutting-edge observability solutions powering digital transformation. With our inclusive culture and robust perks, Datadog is where top sales talent builds lasting careers.

Target Fortune 100 wins, master cloud sales, and contribute to a platform trusted by the world's largest enterprises. Ready to elevate your sales career with Datadog's observability leadership?

How to Apply

Applying is simple: Submit your resume and cover letter highlighting your Fortune 100 sales wins and cloud tech passion. Our team reviews applications quickly. Stand out by including deal examples with $100k+ ACV and your prospecting approach. Datadog encourages applicants from all backgrounds—apply now and join the pack!

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

Locations

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

Salary

135,000 - 150,000 USD / yearly

Estimated Salary Rangehigh confidence

141,750 - 165,000 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
  • Fortune 100 Account Managementintermediate
  • Cloud Migration Strategiesintermediate
  • SaaS Sales Methodologyintermediate
  • Observability Platformsintermediate
  • DevOps Solutionsintermediate
  • Infrastructure Monitoringintermediate
  • Multi-threaded Salesintermediate
  • Pipeline Developmentintermediate
  • ROI Value Sellingintermediate
  • Datadog Platform Expertiseintermediate
  • Cross-selling Techniquesintermediate
  • Strategic Prospectingintermediate
  • Forecasting Accuracyintermediate
  • Tech Sales Negotiationintermediate

Required Qualifications

  • 5+ years Enterprise Sales experience selling into Fortune 100 companies with proven ability to win new logos (experience)
  • Track record of meeting/exceeding direct sales goals of $1M+ with average deal size of $100k+ (experience)
  • Demonstrated methodology to prospect and build pipeline independently (experience)
  • Experience working for an innovative tech company, preferably SaaS or IT infrastructure (experience)
  • Self-starter mindset with resourcefulness and coachability to adapt sales motion (experience)
  • Comfortable with regular travel to client sites across regions using car, train, or air (experience)

Responsibilities

  • Develop and execute outbound prospecting strategy tailored to Fortune 100 accounts
  • Drive strategic multi-threaded sales motion across multiple stakeholders and product suites
  • Cross-sell and navigate complex accounts to maximize Datadog platform adoption
  • Create, own, and grow accounts by demonstrating clear value and ROI
  • Deeply comprehend customer business challenges in cloud environments at scale
  • Collaborate cross-functionally with marketing and solutions engineering teams
  • Negotiate favorable pricing and terms by emphasizing value over discounts
  • Maintain high forecasting accuracy and identify key business drivers
  • Demonstrate resourcefulness in overcoming sales challenges
  • Gain customer validation through intuitive deal-closing steps

Benefits

  • general: New hire stock equity (RSU) and employee stock purchase plan (ESPP)
  • general: Comprehensive healthcare, dental, and vision insurance for family
  • general: 401(k) plan with generous company match
  • general: Paid time off and parental planning benefits
  • general: Mental health benefits and wellness programs
  • general: Fitness reimbursements and gym memberships
  • general: Continuous professional development and product training
  • general: Intra-departmental mentor and buddy program
  • general: Career pathing opportunities and Community Guilds
  • general: Commuter benefits and travel reimbursements

Target Your Resume for "Key Accounts Executive Careers at Datadog - Illinois, United States | Apply Now!" , Datadog

Get personalized recommendations to optimize your resume specifically for Key Accounts Executive 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 "Key Accounts Executive 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

DatadogSalesEnterprise SalesCloudObservabilityRemoteIllinoisFortune 100SaaSDevOpsKey Accounts Executive DatadogDatadog sales jobs IllinoisFortune 100 enterprise sales remoteCloud observability sales careersSaaS enterprise account executiveDatadog Key Accounts jobsRemote sales jobs Illinois DatadogInfrastructure monitoring salesDevOps sales executive DatadogFortune 100 sales roles USACloud migration sales jobsHigh ACV SaaS sales positionsDatadog observability careersEnterprise sales remote IllinoisTech sales jobs $150k salaryDatadog Key Accounts Executive applyEnterprise Sales

Answer 10 quick questions to check your fit for Key Accounts Executive Careers at Datadog - Illinois, United States | Apply Now! @ Datadog.

Quiz Challenge
10 Questions
~2 Minutes
Instant Score

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