Head of Sales Programs

Datadog•San Francisco, CA

3d•$260,000 - $340,000•Hybrid

About The Position

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.

Requirements

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

Responsibilities

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.