Regional Manager, Sales Engineering - AI Accounts

Datadog; Massachusetts; On-site; USD 180,000 - 260,000; Full time

Benefits offered by this job

Stock options

Competitive salary

Excellent health benefits

401(k) plan and match

Paid time off

Job summary

Datadog is seeking a Senior Sales Engineering Leader in Massachusetts to build and guide a regional team of Sales Engineers. You will drive performance, mentor talent, and align closely with senior Sales leadership to forecast and plan multi-quarter initiatives.

You will own field execution, ensure high-quality engagements, and oversee end-to-end deal progression across the region, collaborating with Product, Marketing, Enablement, and Support to maximize customer value.

Qualifications

• 3+ years of experience leading Sales Engineers or frontline leaders in a customer-facing technical organization.
• ~7+ years of experience in Sales Engineering, Solutions Engineering, or a technical customer-facing role.
• Experience partnering with senior Sales leadership on regional strategy and forecasting.

Responsibilities

• Lead, coach, and develop a team of Sales Engineers, driving performance and career growth.
• Partner with senior Sales leadership on regional strategy and forecast alignment 2–3 quarters ahead.
• Own in-field execution at a regional level with executive presence and senior-level stakeholder alignment.
• Oversee high-quality delivery across technical sales cycles, including evaluations and deal progression.
• Hire and onboard top talent to build a high-performing team and accelerate ramp.
• Manage regional operations including resource allocation, KPI tracking, and skills development.
• Collaborate cross-functionally with Sales, Product, Marketing, Enablement, and Support on regional GTM and customer experience.
• Drive process improvements and data quality to scale evaluation frameworks and team impact.

Skills

Team leadership

Sales engineering

Cloud platforms

AI tooling

Travel flexibility

Job description

Responsibilities

• Lead, coach, and develop a team of Sales Engineers, driving performance, engagement, and long-term career growth through regular feedback and structured development
• Partner confidently with senior Sales leadership on regional strategy, multi-quarter planning, annual capacity planning, and forecast alignment operating 2-3 quarters ahead to anticipate resourcing needs and business priorities
• Own in-field execution at a regional level by taking an executive presence role in strategic and high-impact opportunities and providing senior-level stakeholder alignment and technical credibility alongside your team
• Oversee consistent, high-quality delivery across technical sales cycles in the region, including evaluations, customer engagements, and deal progression
• Hire and onboard top talent across ICs and manager-level roles, building a high-performing team and accelerating ramp through structured onboarding and enablement
• Manage regional operations including resource allocation, utilization, KPI tracking, productivity, and skills development to ensure effective coverage across the territory
• Cross-functionally with Sales, Product, Marketing, Enablement, and Support at a senior level to align on regional strategy, GTM execution, and customer experience
• Drive operational excellence across the region by improving processes, maintaining data quality, scaling evaluation frameworks, and contributing to initiatives that improve team effectiveness and business impact

Requirements

• 3+ years of experience leading Sales Engineers and/or frontline leaders in a customer-facing technical organization with proven ability to manage team performance, develop team members, and scale high-performing teams
• ~7+ years of experience in Sales Engineering, Solutions Engineering, or a technical customer-facing role
• ~ Proven ability to partner with senior Sales leadership on regional strategy, long-range planning, and forecast alignment as a strategic peer
• ~ Background in public cloud (AWS, Azure, GCP), Kubernetes, APM/tracing, security, developer experience, observability
• ~ Demonstrated capability of utilizing AI tooling and scaling it
• ~ Willingness to travel as needed to support customer engagements

Benefits & Perks

• Intra-departmental mentor and buddy program for in-house networking
• New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
• Continuous professional development, product training, and career pathing
• An inclusive company culture, able to join our Community Guilds and Inclusion Talks
• Datadog offers a competitive salary and equity package, and may include variable compensation
• 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

Company Overview

Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence.

Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.

Equal Opportunity Statement

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.