Commercial Account Executive

About the role

Join our Commercial Sales team to drive business growth by securing new customers within small to midsize markets. You will manage the entire sales cycle, from initial outreach to final contract negotiation, while representing our observability and security platform. In this capacity, you will own the end-to-end commercial journey for assigned accounts, ensuring that every interaction moves the pipeline forward. You will be responsible for identifying pain points and positioning Datadog as the central solution that enables digital transformation. This role requires a proactive stance in building trusted relationships with key decision makers across complex buying committees. You will leverage data and insights to refine your approach and continuously optimize conversion rates. Success in this position is defined by your ability to balance strategic vision with disciplined execution in a metrics-driven environment.

Key facts

What you'll do

• Acquire net-new logos through consistent outbound prospecting efforts that target high intent signals.
• Conduct technical product demonstrations for prospective clients to illustrate value and address specific use cases.
• Engage with technical stakeholders including IT leaders, engineering managers, and Chief Technology Officers to uncover requirements.
• Negotiate and close sales agreements while ensuring terms align with company objectives and compliance standards.
• Participate in ongoing sales and product training to maintain expertise and stay current with platform updates.
• Analyze pipeline metrics to identify bottlenecks and adjust strategies for improved forecast accuracy.
• Collaborate with internal teams to build business cases that support complex, multi stakeholder buying decisions.
• Map account ecosystems to uncover hidden champions and expand influence across the organization.
• Challenge existing assumptions about market fit to discover adjacent opportunities for growth.
• Document every interaction in the CRM to ensure transparency and enable accurate forecasting.

Requirements

• Proven track record of success in a quota-carrying sales role that demonstrates consistent performance against targets.
• Ability to thrive in a fast-paced, technical environment where priorities evolve rapidly and adaptability is essential.
• Creative approach to account mapping and market penetration that breaks through established competitor landscapes.
• Strong curiosity and a commitment to a growth mindset that drives continuous learning and skill development.
• Receptiveness to feedback and coaching that translates insights into immediate behavioral improvements.
• Capacity to manage multiple opportunities simultaneously while maintaining attention to detail.
• Willingness to travel regionally within the assigned territory to meet with stakeholders and reinforce value propositions.
• Professionalism in handling confidential information and adhering to ethical sales practices at all times.

Skills & tools

• MEDDIC sales methodology applied to complex B2B technology sales cycles.
• Command of the Message framework to craft compelling narratives that resonate with executive audiences.

Practical notes

• Compensation includes new hire stock equity (RSU) and an employee stock purchase plan (ESPP) to align long term interests.
• Benefits package includes healthcare, dental, parental planning, mental health support, 401(k) with match, paid time off, and fitness reimbursements.
• The company offers internal mentorship programs and community guilds for professional networking to foster career development.
• Requisition ID: R29.

This position is ideal for a self motivated professional who views sales as a craft and is eager to own a book of business from inception to maturity. You will not simply respond to requests for information; you will initiate conversations that reframe how prospects think about observability and security. Your days will be structured around meaningful engagement rather than transactional exchanges, ensuring that every call builds toward a clear next step. You will work in an office setting in Boston, Massachusetts, where hybrid schedules allow for both in person collaboration and focused remote work. The role demands resilience in the face of ambiguous outcomes and the discipline to follow through on commitments. Because the solutions are technical in nature, you must be comfortable discussing architecture, integration points, and operational impact without relying on a technical background. Instead, you will rely on trainable skills, coachability, and the ability to translate customer language into business outcomes. The territory may require regional travel to maintain strong relationships and demonstrate commitment to local customers. This is not a role for those seeking a rigid routine; it is designed for individuals who thrive on ownership and measurable results. If you are ready to contribute to a high growth environment where your efforts directly influence the direction of the company, this opportunity provides the platform to do so at scale.