VP Sales Jobs in Massachusetts

INTRODUCTION

Datadog is looking for a visionary Senior Leader of Sales Engineering (SE) to lead and scale a high-performing team of SE Directors in North America across Enterprise, Majors, and Public Sector accounts. This is a strategic leadership role with regional and global impact. You will define the Sales Engineering strategy for North America and act as a regional voice in global discussions with Product Management, Engineering, and Go-To-Market teams—ensuring that customer needs in North America influence Datadog’s global direction. 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.

ROLE AND RESPONSIBILITIES

What You Will Do

Executive Leadership & Organizational Growth:

• Recruit, develop, and lead a team of 3rd line SE Directors, fostering a culture of technical excellence, customer-centricity, and continuous growth.
• Define and drive the technical sales strategy across North America, and globally.
• Set the vision, priorities, and operating model for Sales Engineering, ensuring alignment with Datadog’s business objectives and local market dynamics.
• Partner with Sales Leadership to align on revenue targets, go-to-market initiatives, and strategic customer engagement across the region.
• Represent North America Sales Engineering globally, ensuring regional perspectives and requirements are reflected in Datadog’s product roadmap and GTM planning.

Customer Partnership & Advocacy:

• Act as a trusted advisor to C-level and senior technical executives, demonstrating how Datadog solves critical observability, performance, and security challenges, especially given the rapid business adoption of AI.
• Provide executive support for high-stakes opportunities, offering guidance throughout complex sales cycles.
• Serve as an executive sponsor for strategic customers across North America.
• Promote value-based technical selling, empowering teams to deliver impactful business outcomes.

Cross-functional Collaboration & Global Influence:

• Collaborate closely with Sales, Marketing, Product, Engineering, and Customer Success to align field execution and messaging.
• Use customer and field insights to advocate for innovation and regional needs within Product and Engineering.
• Influence Datadog’s product roadmap and go-to-market strategies through close collaboration with global stakeholders.

Operational Excellence:

• Implement and scale pre-sales methodologies, tools, and KPIs to drive consistency and customer impact across North America.
• Analyze team performance and regional trends to drive data-driven improvements.
• Stay current on market trends, competitive landscape, customer pain points, and evolving partner ecosystems.

BASIC QUALIFICATIONS

• 10+ years of experience in Sales Engineering, Solutions Architecture, or similar pre-sales leadership roles, with multiple years of SE leadership experience or second line leadership.
• Proven expertise in enterprise SaaS, cloud, observability, AI, and security solutions, with a track record of driving technical sales success at scale.
• Strong executive presence and ability to engage and influence C-level stakeholders in large, complex organizations.
• Exceptional leadership, coaching, and team-building capabilities, with experience scaling high-impact teams.
• Proven track record in building customer relationships and willing to get in the field and help with top down sale.
• Deep understanding of sales methodologies such as MEDDICC, Command of Message (CoM), or similar frameworks.
• Ability to travel up to 50% as needed.

PREFERRED QUALIFICATIONS

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:

• Best-in-breed onboarding
• Generous global benefits
• 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

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: $340,000—$498,000 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 Instagram, LinkedIn, and Datadog Learning Center.

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. Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.

PRIVACY AND AI GUIDELINES:

Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.