Enterprise Sales Executive – FED

🕒 December 1, 2025

🦀 Maryland, Virginia – Remote

🦀 Maryland – Remote ⚔️ Virginia – Remote

💵 $125k - $150k / year

⏰ Full Time

🟡 Mid-level

🟠 Senior

🧑‍💼 Account Executive

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Datadog

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

Founded 2010

🔒 Cybersecurity

☁️ SaaS

🏢 Enterprise

Cybersecurity • SaaS • Enterprise

Datadog is a comprehensive observability and security platform that provides integrated monitoring for infrastructure, applications, and cloud services. It enables organizations to gain end-to-end visibility into their technology stacks, optimize performance, and manage security threats in real time. Datadog's solutions include application performance monitoring, logs management, and operational analytics, making it essential for teams looking to improve their digital experience and streamline software delivery processes.

📋 Description

• Prospect into large Fortune 1000 companies while running an efficient sales process • Maintain, build and own specific relationship maps for your territory including existing relationships and aspirational contacts • Develop a deep comprehension of customer's business • Negotiate favorable pricing and business terms with large commercial enterprises by selling value and ROI • Handle existing customer expectations while expanding reach and depth into assigned territory • Demonstrate resourcefulness when faced with challenges that defy easy solution • Have intuitive sense of necessary steps to close business and gain customer validation • Identify robust set of business drivers behind all opportunities • Ensure high forecasting accuracy and consistency

🎯 Requirements

• Someone with 3+ years closing experience (mix of field selling within mid-market and enterprise) • Driven and have met/exceeded direct sales goals of 1M+ and operated with an average deal size of $100k+ • Able to demonstrate methodology to prospect and build pipeline on your own • Experienced in working for an innovative tech company (SaaS, IT infrastructure or similar preferred) • Experienced in selling into large Fortune 1000 companies with the ability to win new logos • Able to sit up to 4 hours, traveling to and from client sites • Able to travel via auto, train or air up to 70% of the time

🏖️ Benefits

• High income earning opportunities based on self performance • New hire stock equity (RSU) and employee stock purchase plan (ESPP) • Continuous professional development, product training, and career pathing • Sales training in MEDDIC and Command of the Message • Intra-departmental mentor and buddy program for in-house networking • An inclusive company culture, opportunity to join our Community Guilds • Generous and competitive medical benefits package • Retirement savings match • Pet adoption and insurance program