Many candidates assume these listings are already closed and never apply. Employers are still reviewing—but not for long. Apply today to take advantage of this misconception and get your profile reviewed while others hesitate.
Vice President, GTM Enablement & Business
Reports To: Chief Revenue Officer (CRO)
About the Role
What you’ll do:
-
Build and execute a global GTM enablement strategy that supports sales productivity, onboarding, and continuous learning.
-
Partner with Product Marketing, RevOps, Sales and Technical Solitions leadership to develop playbooks, competitive positioning, and messaging frameworks.
-
Lead design and delivery of scalable training programs on solution selling, product knowledge, and deal execution.
-
Define and track key enablement metrics (time-to-ramp, quota attainment, win rates) and continuously optimize.
-
Build and manage a Business Value Consulting function to deliver ROI analysis, TCO models, and executive business cases for prospects and customers.
-
Collaborate with Product and Marketing to create industry-specific value frameworks and benchmarks.
-
Support field teams in strategic deal cycles by providing quantitative business impact analysis to accelerate and expand deals.
-
Partner with the CRO, CMO, and CSO to align GTM initiatives with corporate growth targets.
-
Influence product roadmap with customer feedback and value insights to ensure market relevance.
-
Champion a culture of data-driven decision making and continuous improvement.
-
Lead, mentor, and scale a high-performing global team of enablement managers, instructional designers, and business value consultants.
-
Foster a culture of excellence, innovation, and accountability within the organization.
Who you are
-
12+ years of progressive experience in GTM enablement, revenue operations, or value consulting in a SaaS or enterprise software company.
-
5+ years in a senior leadership role, managing global teams.
-
Proven track record of improving performance metrics (win rate, ramp time, deal size).
-
Expertise in solution selling methodologies (MEDDIC, Command of the Message.).
-
Strong business acumen with ability to quantify customer ROI and speak the language of CFOs and business executives.
-
Excellent communication, facilitation, and executive presence skills.
-
Familiarity with sales tech stack (Salesforce) and learning management systems.
-
Generous and competitive benefits
-
New hire stock equity (RSUs) and employee stock purchase plan
-
Continuous career development and pathing opportunities
-
Product training to develop an in-depth understanding of our product and space
-
Internal mentor and buddy program cross-departmentally
-
Friendly and inclusive workplace culture
Mid-Market Account Executive (Boston)
Mid-Market Account Executive
As an Account Executive on our Mid-Market Sales team, you will assist in Datadog’s overall business growth by strategically engaging and closing net-new customers across mid-to-large size organizations. Sellers follow a well-defined methodology, collaborate with internal stakeholders, identify the customer’s unique needs, and clearly convey the value of the Datadog product. Mid-Market reps have the opportunity to grow their careers in Sales and continue contributing to Datadog team success.
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:
- Focus entirely on net-new logo acquisition
- Convert inbound leads to closed opportunities
- Leverage tools such as Sales Navigator and DiscoverOrg
- Strategically prospect into Chief Technology Officers, Engineering/IT Leaders, and technical end users (SRE, DevOps, DevSecOps)
- Multi-thread into different departments of a complex organization
- Collaborate with Sales Development Representatives to drive top of funnel activity
- Manage the full sales cycle, including negotiations and on-site technical demonstrations
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 experience, we encourage you to apply.
Who You Are:
- Experienced in hunting and closing net new logos
- Able to strategically map out and break into large scale organizations
- Curious, motivated, and driven as a sales person
- Bold on the phones and creative in your emails
- Able to sit up to 6 hours, traveling to and from client sites via auto, train, or air, up to 30% of the time
Benefits and Growth:
- High income earning opportunities based on self performance
- Opportunity for Presidents Club
- 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.
Director, Enterpise Sales
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:
- Manage, hire, train and ramp a team of Enterprise Sales Executives responsible for new and expansion bookings
- Achieve annual Enterprise bookings quota with monthly and quarterly targets
- Develop and manage Enterprise Sales Executives on productivity metrics such as deal size, win rate, and forecast accuracy as well as how to lead a customer through a proactive sales cycle
- Coach Sales Executives through building executive relationships with Named Enterprise accounts in their territories and through complex Enterprise deals and negotiations
- Shape the direction of the go-to market strategy and execution for your region
- Work collaboratively with Marketing, Product and Success to build targeted messaging and collateral, and mapping a customer journey for the specific business needs of your region
- Conduct weekly forecast meetings
- Support direct reports by participating and leading in client and prospect meetings. Engaging other corporate resources as required
Who You Are:
- Experienced in managing a high performing Enterprise Sales team for a B2B technology company
- A strong relationship builder with 5+ years of overall Enterprise sales experience working with Fortune 1000 companies
- Confident in managing complex sales processes with multiple stakeholders and negotiations with pricing based on business value, legal and procurement
- Knowledgeable in selling to C-level executives in the IT space
- Experienced in setting quotas and managing people against those quotas
- Passionate about coaching others with a successful track record as an individual contributor and can share relevant and complex closing experience with a growing team
- Able to sit up to 4 hours, traveling to and from client sites
- Able to travel via auto, train or air up to 70% of the time
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 and competitive medical benefits package
- Retirement savings match
- Pet adoption and insurance program
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.
Senior Sourcer, Tech Recruiting –
About Datadog
Datadog is the essential monitoring and security platform for cloud applications. As we expand our footprint in AI and machine learning, we’re investing deeply in teams building large-scale, production-grade AI systems that power observability, automation, and intelligence across Datadog’s products.
We’re a fast-moving, collaborative community of builders—engineers, researchers, and technical leaders—working to shape the next generation of AI capabilities at Datadog.
About the Role
We’re looking for a Senior Recruiting Sourcer to help grow Datadog’s AI Engineering, AI Research, and Applied Science teams. In this role, you’ll play a critical part in defining how we attract and engage world-class AI talent—from researchers working on LLMs and multimodal systems to engineers building the infrastructure that makes them scalable.
You’ll partner closely with recruiters, hiring managers, and senior technical leaders to build diverse pipelines, craft compelling outreach strategies, and guide the sourcing process from discovery to engagement. Your work will directly influence how Datadog scales its AI capabilities globally.
What You’ll Do
- Build and execute sourcing strategies to identify and engage top talent across AI research, applied science, large language model (LLM) engineering, and machine learning infrastructure.
- Partner with AI leadership and recruiters to understand role scope, required expertise, and team priorities.
- Conduct market mapping and research to uncover emerging talent, track organizational shifts, and identify new communities of excellence.
- Partner on employer branding initiatives, representing Datadog’s AI teams at events, conferences, and within professional networks.
- Stay informed on the latest trends in AI research, recruiting best practices, and sourcing innovations.
- Use data to measure impact, refine approaches, and continuously improve candidate engagement strategies.
You May Be a Good Fit If You:
- Have 8+ years of sourcing experience, with a focus on highly technical or research-based roles.
- Have a deep understanding of AI and ML talent markets, including experience sourcing for roles in LLMs, applied ML, or AI infrastructure.
- Thrive in fast-paced, high-growth environments, and can balance strategic initiatives with day-to-day execution.
- Are curious, creative, and persistent—you see sourcing as research, not just recruiting.
- Possess strong communication skills and the ability to engage senior-level talent with clarity and credibility.
- Are excited to collaborate across functions and geographies to help Datadog shape its global AI hiring strategy.
Manager, Networking
What You’ll Do:
- Lead the global network engineering teams, managing both full-time employees and third-party vendors to ensure consistent and high-quality service delivery for Datadog offices worldwide.
- Oversee the design, deployment and scaling of office network infrastructure, including Wi-Fi (Cisco Meraki) and edge networking devices (Cisco, Palo Alto, Juniper, and others), ensuring these services operate according to Datadog’s defined service level objectives.
- Define and implement standards, policies, and processes for network infrastructure to ensure security, reliability and scalability.
- Collaborate with IT Security, Enterprise Technology, and Workplace teams to align network services with broader IT and business objectives.
- Develop and track operational metrics for service availability, network performance, driving continuous improvement and optimization.
Who You Are:
- An experienced people manager with at least 2+ years of leadership experience managing teams of network engineers.
- Proven expertise in Wi-Fi network engineering, including deep knowledge of Cisco Meraki and edge networking solutions from vendors like Cisco, Palo Alto and Juniper.
- Experience managing large-scale office technology projects in global enterprises with more than 10 offices and 7,000+ employees, ensuring infrastructure keeps pace with rapid company growth.
- Strong vendor management skills, with experience selecting, negotiating, and overseeing third-party providers for network services.
- Excellent communication and cross-functional collaboration skills, with the ability to work across IT, Workplace, Security, and executive stakeholders.
- Preferred: A degree in Computer Science, Software Engineering, or a related field, along with professional certifications such as CCNA, CCNP or equivalent networking certifications.
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:
- New hire stock equity (RSUs) and employee stock purchase plan (ESPP).
- Continuous professional development, product training and career pathing.
- Intradepartmental mentor and buddy program for in-house networking.
- An inclusive company culture, ability to join our Community Guilds (Datadog employee resource groups).
- Access to Inclusion Talks, our Internal panel discussions.
- Free, global mental health benefits for employees and dependents age 6+.
- Competitive global benefits.
