Role Overview

Join Datadog as a Key Accounts Executive in Boston, Massachusetts and target the largest, most strategic prospects in Fortune 100 companies. This high-impact sales role focuses on uncovering pain points in cloud migrations and operations at scale, delivering tailored Datadog observability solutions that drive digital transformation. As a leader in cloud monitoring, Datadog empowers enterprises with full-stack visibility into infrastructure, applications, and security. You'll own new business development, multi-threaded sales strategies, and complex account navigation in a hybrid work environment that balances office collaboration with work-life harmony.

Datadog (NASDAQ: DDOG) is the leading SaaS platform for cloud monitoring, observability, and security, used by engineering teams worldwide to break down silos and solve cloud complexity. If you're a proven enterprise seller passionate about technology, this is your chance to close massive deals and grow with a profitable, high-growth company.

Key Responsibilities at Datadog

• Develop and execute an outbound prospecting strategy tailored to specific Fortune 100 accounts, generating pipeline through targeted outreach.
• Drive strategic, multi-threaded sales motions spanning multiple stakeholders, departments, and Datadog product suites like Infrastructure Monitoring, APM, and Log Management.
• Cross-sell and navigate throughout complex accounts, expanding usage across DevOps, security, and business teams.
• Create, own, and grow your own accounts, consistently demonstrating the ROI of the Datadog platform.
• Develop a deep comprehension of customer's business, focusing on cloud environment challenges like scalability, observability, and migration pains.
• Work cross-functionally with marketing, solutions engineering, and product teams to drive coordinated outbound efforts.
• Negotiate favorable pricing and business terms with large commercial enterprises by selling value and ROI.
• Demonstrate resourcefulness when faced with challenges, maintaining high forecasting accuracy and consistency.
• Identify robust business drivers behind opportunities and gain customer validation through intuitive closing steps.

Qualifications & Requirements

• 5+ years of Enterprise Sales experience selling into Fortune 100 companies, with ability to win new logos in competitive environments.
• Driven track record meeting/exceeding direct sales goals of $1M+ annually, with average deal size of $100k+.
• Proven methodology to prospect and build pipeline independently using tools like LinkedIn Sales Navigator, Outreach, and Salesforce.
• Experience at an innovative tech company (SaaS, IT infrastructure preferred), understanding observability, DevOps, and cloud ecosystems.
• Self-starter mindset: resourceful, coachable, willing to adapt sales motion based on feedback and market dynamics.
• Comfortable with regular travel to client sites within your area and other regions via car, train, or air.

Datadog values diverse backgrounds. If you're passionate about cloud technology and eager to grow, apply even if you don't meet every qualification.

Salary & Benefits

The estimated yearly salary for this Key Accounts Executive role in Boston is $135,000 - $250,000 USD, including base, variable compensation, and equity. Actual offers depend on experience, skills, and qualifications.

• New hire stock equity (RSU) and employee stock purchase plan (ESPP) for long-term wealth building.
• Comprehensive healthcare including medical, dental, vision for family coverage.
• 401(k) with company match and financial wellness programs.
• Paid time off, parental leave, and mental health benefits.
• Fitness reimbursements, gym memberships, and wellness stipends.
• Professional development: product training, career pathing, and certifications in cloud/observability.
• Intra-departmental mentor and buddy programs for networking.
• Commuter benefits and hybrid work flexibility in Boston office.
• Inclusive culture with Community Guilds for ERGs and events.

Why Join Datadog?

Datadog is on a mission to enable digital transformation through superior cloud observability. Built by engineers for engineers, our platform monitors entire tech stacks for organizations across industries. Enjoy rare growth + profitability, collaborative culture, and people-first approach. In Boston, thrive in a hybrid model fostering innovation and relationships. Advance your career closing deals with cutting-edge DevOps tools, APM, and security monitoring. Join 20,000+ Datadogs championing diversity, professional growth, and work excellence.

How to Apply

Ready to drive enterprise sales for Datadog's cloud platform? Apply now for the Key Accounts Executive role in Boston. Submit your resume highlighting Fortune 100 wins and $1M+ quotas. Our team reviews applications quickly—don't miss this opportunity to join a NASDAQ leader in observability. Questions? Contact recruiting@datadoghq.com. Become part of the pack today!