Regional Manager, Sales Engineering - AI | Datadog

As Regional Manager, Sales Engineering on Datadog’s AI Accounts team, you will lead a team of Senior Sales Engineers serving as dedicated technical leads for the world’s leading AI companies—including frontier research labs, hyperscalers, and AI-native platforms. These high-growth accounts represent a major share of Datadog’s revenue. Operating like a startup inside Datadog, you will own the hiring, development, operational performance, and resource management of a technical team that works shoulder-to-shoulder with customer engineering teams in production environments. You will partner directly with senior Sales leadership to shape regional GTM strategy, annual capacity planning, and technical deal execution for customers whose buying behaviors diverge from traditional enterprise models.

Key Responsibilities

Leadership, Coaching & SE Enablement

• Team Coaching & Technical Excellence: Lead, coach, and develop a high-performing team of Senior Sales Engineers owning complex account portfolios; ensure SEs build deep expertise in how customers train, serve, and scale AI models.
• Talent Acquisition & Ramp: Hire, onboard, and retain top IC talent, driving team enablement strategies to accelerate ramp time and continuous technical skill development.
• Resource & Operational Management: Manage regional operations, including territory coverage, resource allocation, utilization tracking, KPI management, and data quality across technical sales cycles.

Regional GTM Strategy & Executive Sales Partnership

• Strategic Executive Partnership: Partner with senior Sales leadership on multi-quarter strategy, annual capacity planning, and forecast alignment—operating 2 to 3 quarters ahead to anticipate resourcing needs.
• In-Field Technical Execution: Maintain an active executive presence in high-impact regional opportunities, providing senior technical credibility and executive alignment alongside your team.
• Evaluation & Deal Progression: Oversee consistent, high-quality technical execution across deal cycles, evaluations, proof-of-concepts, and deep architecture reviews.
• AI Observability Command: Maintain deep command of the AI observability competitive landscape, using market intelligence to shape account strategies and drive operational process improvements.

Requirements

Sales Engineering Leadership & Cloud Technical Depth

• Leadership Track Record: 3+ years of experience leading Sales Engineers or frontline technical teams, with proven ability to coach talent, manage performance, and scale customer-facing technical organizations.
• Sales Engineering Experience: 7+ years of technical customer-facing experience in Sales Engineering, Solutions Engineering, or technical consulting.
• Senior Sales Partnership: Proven capability to act as a strategic peer to senior Sales leadership on regional planning, resourcing, and forecast execution.
• Domain Technical Background: Technical expertise across public cloud infrastructure (AWS, Azure, GCP), Kubernetes, APM/distributed tracing, security, developer experience, and observability frameworks.
• AI Tooling & Scaling: Demonstrated ability to utilize, scale, and integrate AI tooling into operational workflows.
• Mindset & Mobility: Growth mindset with adaptability to fast-paced environments, paired with willingness to travel for customer engagements.

Preferred Qualifications

• Prior experience working directly with frontier AI labs, AI-native platforms, or high-scale cloud infrastructure accounts.
• Experience managing multi-tenant evaluation frameworks and automated SE operations.

Total Rewards & Benefits

• Compensation & Equity: Yearly base salary range ($150,000 – $200,000 USD) + variable compensation + new hire stock equity (RSUs) + Employee Stock Purchase Plan (ESPP).
• Health & Family Care: Comprehensive medical, dental, parental planning, and mental health benefits.
• Growth & Learning: Mentorship programs, buddy networks, continuous product training, and clear career pathing.
• Perks & Culture: 401(k) matching, fitness reimbursements, inclusive Community Guilds, and flexible hybrid work-life harmony.