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.

At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

What You’ll Do

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.

Who You Are

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.

Benefits And Growth

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

About Datadog

Datadog (NASDAQ: DDOG) is a global SaaS business, delivering a rare combination of growth and profitability. We are on a mission to break down silos and solve complexity in the cloud age by enabling digital transformation, cloud migration, and infrastructure monitoring of our customers’ entire technology stacks. Built by engineers, for engineers, Datadog is used by organizations of all sizes across a wide range of industries. Together, we champion professional development, diversity of thought, innovation, and work excellence to empower continuous growth. Join the pack and become part of a collaborative, pragmatic, and thoughtful people-first community where we solve tough problems, take smart risks, and celebrate one another. Learn more about #DatadogLife on

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Equal Opportunity At Datadog

Datadog is proud to offer

Equal Employment Opportunity

to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our

Candidate Legal Notices

for your reference.

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