Head of Sales Programs

We are seeking a high-agency, data-obsessed Head of Sales Programs to architect, launch, and lead targeted, high-propensity outbound pipeline generation and progression initiatives for our Sales organization. This role blends strategic program design, advanced data utilization, cross-functional collaboration, and frontline sales leadership to drive new business growth across our product portfolio.

• Design, implement, and operationalize targeted Enterprise outbound sales programs focused on high-propensity accounts. Leverage buying signals, intent data, and account intelligence to isolate ideal Account and Contact targets.
• Utilize advanced tools, platforms, and data sources to continuously identify, refine, and categorize accounts and/or Contacts into actionable propensity segments. Own the methodology for account prioritization and tracking program effectiveness.
• Collaborate closely with Enablement, Strategy & Operations, Marketing, Product, and Pricing teams to align outbound initiatives with overall business priorities and ensure seamless execution.
• Equip Account Executives, SE, and SDR teams with clear Playbooks, talk tracks, competitive positioning, and enablement to execute high-impact prospecting efforts. Personally engage in rep readiness and field coaching.
• Support sellers throughout the full funnel, from initial outreach through deal nurture and close. Act as a senior partner in high-priority Enterprise opportunities, helping remove obstacles and accelerate outcomes. Leverage new actionable Account Intelligence and “reasons to call” (newly published sales collateral, upcoming events, etc.) to help progress pipeline.
• Maintain direct accountability for outbound pipeline targets, program-generated revenue, and ROI. Provide regular reporting, insights, and recommendations to executive leadership.

• 10+ years of progressive sales leadership experience in Enterprise SaaS or technology markets
• Proven success building structured outbound programs that deliver measurable pipeline and revenue results
• Deep expertise in data-driven sales methodologies, intent data, account scoring, and propensity modeling
• Hands-on experience with modern sales technology stacks (e.g., intent platforms, enrichment tools, sequencing software, CRM integrations, analytics platforms)
• Exceptional collaborator with experience aligning Sales, Marketing, Product, and Revenue Operations functions around a single sales initiative
• Strong executive presence and ability to influence senior stakeholders and customer executives, as well individual contributors
• Comfortable operating in both strategic and tactical capacities — willing to roll up sleeves to support reps and close deals
• Track record of coaching high-performing teams and driving commercial outcomes

Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That s okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply.

• 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 global benefits

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.

Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate s skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.

The reasonably estimated yearly salary for this role at Datadog is:

$260,000—$340,000 USD