Enterprise Sales Executive

DatadogBoston, Massachusetts, USA

Hybrid Full-time $100K/yr - $120K/yr

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Who You Are:You bring over 3 years of closing experience, with a blend of field sales in mid-market and enterprise environments. You are driven and have surpassed direct sales goals exceeding $1 million, with an average deal size of $100,000+You can independently demonstrate effective prospecting methods and pipeline development. You have experience in an innovative tech company, preferably in SaaS or IT infrastructure. You possess a track record of selling to large Fortune 1000 companies and securing new business opportunities. This role requires regular travel to client sites within your region and beyond, utilizing various modes of transportation based on business needs. At Datadog, we embrace diversity and understand that not everyone will meet all qualifications from the outset. If you are passionate about technology and eager to enhance your skills, we encourage you to apply.

About the job

We prioritize our office culture at Datadog, fostering relationships, collaboration, and creativity. Our hybrid work model allows Datadogs to achieve a work-life balance that suits their individual needs.

Key Responsibilities:

Engage with Fortune 1000 companies, efficiently managing the sales process to drive results.
Build and nurture specific relationship maps for your territory, including both established and potential contacts.
Gain a comprehensive understanding of customer business operations.
Negotiate beneficial pricing and business terms by emphasizing value and return on investment.
Meet existing customer expectations while broadening your influence within the assigned territory.
Exhibit resourcefulness when confronting complex challenges.
Possess a keen understanding of the steps necessary to close deals and secure customer endorsement.
Identify critical business drivers for all opportunities.
Ensure accurate and consistent sales forecasting.

About Datadog

Datadog is a leading monitoring and analytics platform for developers, IT operations teams, and business users. We empower organizations to improve their cloud infrastructure performance and security, ensuring seamless operations and optimal user experiences.

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Sales Systems Analyst at Datadog | Boston, New York

Datadog

Full-time|$82K/yr - $110K/yr|Hybrid|Boston, Massachusetts, USA; New York, New York, USA

Join Datadog's dynamic Revenue Operations team as a Sales Systems Analyst, where your expertise in Salesforce will drive innovation in a fast-paced environment. You will play a crucial role in supporting our internal customers, ensuring that we deliver top-notch solutions while managing our CRM to enhance existing features and products. Collaborating with va…

Mar 16, 2026

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Sales Development Representative at Datadog | Boston

Datadog

Full-time|$50K/yr - $50K/yr|Hybrid|Boston, Massachusetts, USA

As a Sales Development Representative (SDR) at Datadog, you will play a critical role in driving our business growth by prospecting, qualifying, and generating valuable customer leads. You'll collaborate closely with internal teams to help IT and technology innovators across various markets understand Datadog's significant impact on their digital transformation and cloud migration efforts. This role offers a unique opportunity for career advancement in sales while contributing to the overall success of the Datadog team.At Datadog, we value our office culture, which fosters strong relationships, collaboration, and creativity. We embrace a hybrid workplace model to help our team members achieve a work-life balance that suits their needs.

Feb 23, 2026

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Strategic Account Executive at Datadog | Boston, MA

Datadog, Inc.

Full-time|$135K/yr - $150K/yr|Hybrid|Boston, Massachusetts, USA

As a Strategic Account Executive at Datadog, you will play a crucial role in driving new business opportunities with our most prestigious clients. Your focus will be on identifying and addressing the challenges faced by organizations in their journey to adopt cloud solutions on a large scale, while effectively delivering tailored Datadog solutions.At Datadog, we cherish our collaborative office culture, fostering relationships and creativity. Our hybrid workplace model empowers our team members to establish a work-life balance that suits their individual needs.Key Responsibilities:Engage with Fortune 1000 companies to prospect and efficiently manage the sales process.Develop and maintain a comprehensive relationship map for your territory, including both existing and prospective contacts.Gain a profound understanding of our customers' business needs.Negotiate competitive pricing and business terms with large enterprises, emphasizing value and ROI.Manage customer expectations while broadening your influence within your designated territory.Exhibit resourcefulness in overcoming complex challenges.Possess an intuitive understanding of the necessary steps to secure deals and gain customer validation.Identify key business drivers behind each opportunity.Ensure accurate and consistent sales forecasting.

Feb 19, 2026

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Customer Success Manager at Datadog | Boston

Datadog

Full-time|$86K/yr - $118K/yr|Hybrid|Boston, Massachusetts, USA

As a Customer Success Manager at Datadog, you will take the lead in fostering strong relationships within our customer base, driving new product adoption, and ensuring a seamless onboarding experience. Your role will involve advocating for our customers, focusing on delivering exceptional experiences while identifying growth opportunities. Through a structured approach, you will assess individual customer needs and articulate the value of Datadog's solutions effectively.At Datadog, we cherish our office culture which fosters collaboration, creativity, and strong relationships. Our hybrid work model allows Datadogs to achieve a balanced work-life integration that suits their individual needs.

Mar 16, 2026

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Senior Software Engineer - Distributed Systems

Datadog

Full-time|$130K/yr - $300K/yr|Hybrid|Boston, Massachusetts, USA; New York, New York, USA

Role Overview Datadog is looking for a Senior Software Engineer focused on Distributed Systems to join teams in Boston, MA or New York, NY. This role centers on designing, building, and maintaining the core platforms that power Datadog’s applications. These systems handle data at massive scale, supporting real-time ingestion, storage, analysis, and querying of billions of events from customers worldwide. What You Will Do Design and implement distributed data pipelines built for durability, high availability, and low latency Operate and improve platforms that support internet-scale workloads Ensure systems are reliable and efficient for real-time analytics Workplace and Culture Datadog values a lively office culture that encourages creativity, teamwork, and strong connections among colleagues. The company offers a hybrid workplace model to support work-life balance.

Apr 15, 2026

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Customer Success Associate - Boston

Datadog

Full-time|$54K/yr - $72K/yr|Hybrid|Boston, Massachusetts, USA

As a Customer Success Associate at Datadog, you will play a pivotal role in nurturing long-term strategic relationships with our customers. Your primary focus will be on driving product adoption and identifying growth opportunities across a diverse portfolio of Datadog clients to ensure successful product utilization and customer retention. You will serve as an internal advocate for our customers, dedicated to delivering a positive experience across a substantial number of accounts. Utilizing a structured methodology, you will assess each customer's unique needs and effectively communicate the value of our Datadog solutions. As our Customer Success team expands, your personal growth and the team's success will be paramount. At Datadog, we highly value our office culture—the relationships and collaboration it fosters and the creativity it inspires. We operate as a hybrid workplace, allowing our Datadogs to find the work-life balance that suits them best.

Feb 23, 2026

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Commercial Account Executive - Boston

Datadog

Full-time|$65K/yr - $70K/yr|Hybrid|Boston, Massachusetts, USA

Join our dynamic Commercial Sales team as a Commercial Account Executive at Datadog, where you will play a pivotal role in driving business growth by engaging and closing new customers in the small to midsize markets. Utilizing a well-defined sales methodology, you will work collaboratively with internal teams to identify and address the unique needs of each customer while effectively communicating the value proposition of Datadog's products. This position offers tremendous opportunities for career advancement within our sales organization. At Datadog, we cherish our collaborative office culture, fostering relationships that enhance creativity and teamwork. We embrace a hybrid working model, allowing our Datadogs to achieve a work-life balance that suits their individual needs.

Feb 23, 2026

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Mid-Market Account Executive - Boston

Datadog

Full-time|$90K/yr - $95K/yr|Hybrid|Boston, Massachusetts, USA

Mid-Market Account ExecutiveJoin our dynamic Mid-Market Sales team at Datadog, where you will play a pivotal role in driving business growth by engaging and securing new customers within mid-to-large sized enterprises. As an Account Executive, you will utilize a proven sales methodology, collaborate with cross-functional teams, identify unique customer needs, and effectively communicate the value of Datadog's innovative solutions. This position offers a pathway for career advancement within the Sales department while contributing to the overall success of the Datadog team.At Datadog, we value our workplace culture, fostering relationships and collaboration that stimulate creativity. Our hybrid work environment ensures that our team members achieve a balance that suits their lifestyle.Key Responsibilities:Focus on acquiring new logo clientsTransform inbound leads into successful salesUtilize tools such as Sales Navigator and DiscoverOrgStrategically engage with Chief Technology Officers, Engineering/IT Leaders, and technical users (SRE, DevOps, DevSecOps)Navigate various departments within complex organizationsWork closely with Sales Development Representatives to enhance top of funnel activitiesOversee the complete sales process, including negotiations and technical presentationsWe embrace diversity at Datadog and understand that not everyone will fulfill all qualifications from day one. If you are passionate about technology and eager to expand your skills, we encourage you to apply.Desired Qualifications:Proven experience in securing new businessAdept at strategically entering and navigating large organizationsMotivated, curious, and sales-drivenBold in communication and innovative in follow-upsAble to travel up to 30% of the time, with the capacity to sit for extended periods while commuting to client sitesBenefits and Professional Growth:High earning potential based on performanceEligibility for Presidents ClubNew hire stock equity (RSU) and employee stock purchase program (ESPP)Ongoing professional development, product training, and clear career pathwaysSales training in MEDDIC and Command of the MessageInter-departmental mentorship and buddy system for support

Feb 19, 2026

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Technical Programs Specialist in Revenue Operations - Boston

Datadog

Full-time|$100K/yr - $145K/yr|On-site|Boston, Massachusetts, USA

Role Overview As a pivotal member of our Technical Programs team, you will collaborate closely with various business stakeholders to transform strategic business goals into actionable operational processes and systematic enhancements. Your primary responsibility will be to prioritize and identify the most impactful business needs, leveraging both business insights and technical knowledge to assess feasibility and strategize effective solutions. You will partner with teams across all operational functions to plan and implement these changes effectively. In a rapidly evolving environment, your innovative approach will facilitate quicker execution of minor changes, enabling a more strategic focus on larger initiatives. Key Responsibilities: Serve as a strategic partner to key business stakeholders, translating complex objectives into operational designs and technical solutions. Act as a technical advocate throughout the go-to-market process, ensuring designs are scalable and aligned with existing structures while assessing downstream implications. Maintain a comprehensive understanding of current processes and automations within our Sales Tech Stack to drive effective design improvements and streamline workflows. Manage the operational roadmap through agile sprint planning, ensuring alignment with various stakeholders, including the Revenue Operations team. Oversee stakeholder management to ensure solutions meet requirements and any design adjustments are communicated effectively. Identify and mitigate risks, issues, and dependencies that may impact solution delivery. Collaborate with business partners to clearly define requirements and with technical teams to validate that solutions align with stakeholder needs. Drive innovation in intake, prioritization, solution design, and execution frameworks to expedite minor changes and refocus on strategic initiatives. Establish a regular cadence for re-evaluating existing processes to ensure efficiency and relevance for sales teams.

Mar 25, 2026

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Commercial Account Executive - LATAM (Portuguese Speaking) - Boston

Datadog

Full-time|$65K/yr - $70K/yr|Hybrid|Boston, Massachusetts, USA

Join Datadog as a Commercial Account Executive, where you will play a pivotal role in driving our business growth by engaging and securing new customers within the small to mid-sized market sectors. You will leverage a defined sales methodology, collaborate with internal teams, uncover unique customer needs, and articulate the exceptional value of Datadog's solutions. This position offers a pathway to advance your sales career while making a meaningful contribution to Datadog's success.At Datadog, we highly value our office culture, fostering relationships and collaboration that inspire creative solutions. Our hybrid workplace model ensures that our team members can achieve a work-life balance that suits their individual needs.

Mar 27, 2026

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Major Account Manager

Datadog

Full-time|$165K/yr - $180K/yr|Hybrid|Boston, Massachusetts, USA; New York, New York, USA

The Datadog Major Accounts Team is dedicated to fostering new business opportunities and expanding our footprint within the largest and most strategic clients we serve. This pivotal role not only influences the trajectory of Datadog's success but also comes with ambitious revenue targets. We are on the lookout for experienced and accomplished Account Executives who thrive in a fast-paced sales environment and possess a genuine passion for technology. Since its inception in 2021, the Major Accounts Team has seen remarkable success, prompting our ongoing expansion. This role presents a lucrative opportunity for driven, competitive sales professionals.At Datadog, we value our office culture, which fosters strong relationships, collaboration, and creativity. We operate in a hybrid workplace to help our Datadogs achieve a work-life balance that suits their individual needs.

Feb 24, 2026

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Enterprise Sales Executive

Datadog

Full-time|$100K/yr - $120K/yr|Hybrid|Boston, Massachusetts, USA

As an Enterprise Sales Executive at Datadog, you will play a pivotal role in securing new business with our largest and most strategic clients. You will focus on identifying the challenges organizations encounter during their transition to cloud environments at scale, and you will provide tailored Datadog solutions to address these issues.We prioritize our office culture at Datadog, fostering relationships, collaboration, and creativity. Our hybrid work model allows Datadogs to achieve a work-life balance that suits their individual needs.Key Responsibilities:Engage with Fortune 1000 companies, efficiently managing the sales process to drive results.Build and nurture specific relationship maps for your territory, including both established and potential contacts.Gain a comprehensive understanding of customer business operations.Negotiate beneficial pricing and business terms by emphasizing value and return on investment.Meet existing customer expectations while broadening your influence within the assigned territory.Exhibit resourcefulness when confronting complex challenges.Possess a keen understanding of the steps necessary to close deals and secure customer endorsement.Identify critical business drivers for all opportunities.Ensure accurate and consistent sales forecasting.

Feb 18, 2026

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Director of Enterprise Sales

Datadog

Full-time|$190K/yr - $200K/yr|Hybrid|Boston, Massachusetts, USA

The Director of Enterprise Sales will be instrumental in shaping the sales strategy while providing leadership and mentorship to a team of skilled Enterprise Sales Executives. This team is dedicated to cultivating new business opportunities and managing the complete sales cycle. At Datadog, we cherish our workplace culture, emphasizing collaboration, creativity, and strong relationships. Our hybrid work model allows our team members to achieve a balance between their professional and personal lives. Key Responsibilities: Recruit, train, and support a high-performing team of Enterprise Sales Executives focused on new business and expansion bookings. Meet annual Enterprise bookings quotas, with monthly and quarterly benchmarks. Enhance the productivity of the Enterprise Sales Executives by monitoring key metrics such as deal size, win rate, and forecast accuracy, while guiding them through proactive sales cycles. Provide coaching to Sales Executives on developing executive relationships with Named Enterprise accounts in their territories, navigating complex deals and negotiations. Influence the go-to-market strategy and execution within your designated region. Collaborate closely with Marketing, Product, and Customer Success teams to create tailored messaging and collateral, while mapping customer journeys to address specific business needs. Facilitate weekly forecast meetings to track progress. Engage directly in client and prospect meetings to support your team, leveraging additional corporate resources as necessary. Ideal Candidate Qualifications: Proven track record in leading a successful Enterprise Sales team within a B2B technology environment. Strong relationship-building skills with a minimum of 5 years of comprehensive Enterprise sales experience, especially with Fortune 1000 companies. Expertise in managing complex sales processes involving multiple stakeholders and negotiations centered on business value, legal considerations, and procurement. Familiarity with selling to C-level executives in the IT sector. Experience in setting quotas and effectively managing team performance against those goals. Strong passion for mentoring team members, with a successful history as an individual contributor, sharing relevant closing experiences with an expanding team. This role requires regular travel to client locations within your area and other regions, utilizing various transportation modes (car, train, air) as needed. Datadog values diversity and recognizes that not every candidate will meet every qualification from day one. If you are excited about this role, we encourage you to apply!

Mar 19, 2026

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Mid-Market Sales Engineer - Boston

Datadog

Full-time|$100K/yr - $157K/yr|Hybrid|Boston, Massachusetts, USA

As a Mid-Market Sales Engineer at Datadog, you will be instrumental in delivering technical expertise through engaging sales presentations, impactful product demonstrations, and facilitating technical evaluations (POVs). In this role, you will assist in qualifying and closing opportunities alongside our sales team, while also representing the voice of our customers to the product team to help prioritize feature development based on insights gathered from customers, competitors, and partners. You will collaborate across various teams to address customer concerns, escalate bug issues, and proudly serve as an ambassador for our brand. If you are eager to join a friendly, passionate team with limitless potential, we’d love to meet you!At Datadog, we cherish our office culture, valuing the relationships and collaboration it fosters, as well as the creativity it inspires. We operate in a hybrid workplace model to ensure our Datadogs can achieve the work-life harmony that suits them best.

Feb 23, 2026

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Commercial Account Executive - LATAM (Spanish Speaking) - Boston

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Full-time|$65K/yr - $70K/yr|Hybrid|Boston, Massachusetts, USA

As a Commercial Account Executive at Datadog, you will play a vital role in driving our business expansion by strategically engaging with and securing new customers within the small to midsize market segments. Our sales professionals utilize a well-defined methodology, collaborate closely with internal teams, and tailor solutions to meet the unique needs of our clients while effectively communicating the value of Datadog’s offerings. This position offers an excellent opportunity for career advancement within our sales team, contributing to our collective success at Datadog. At Datadog, we cherish our workplace culture, fostering relationships, collaboration, and creativity. We operate in a hybrid work environment, allowing our team members to achieve a fulfilling work-life balance.

Feb 23, 2026

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Commercial Sales Engineer - East Region

Datadog

Full-time|$80K/yr - $122K/yr|Hybrid|Boston, Massachusetts, USA

As a Commercial Sales Engineer at Datadog, you will play a pivotal role in qualifying and closing sales opportunities with our valued customers and partners. Your technical expertise will shine through compelling sales presentations, engaging product demonstrations, and hands-on support during technical evaluations (POCs). You will have a unique opportunity to collaborate directly with our product team, influencing feature prioritization based on customer, competitor, and partner feedback. Additionally, you'll liaise with cross-functional teams to address customer concerns, escalate bug issues, and proudly represent our brand. If you're eager to join a dynamic, passionate team with limitless potential, we can't wait to meet you!At Datadog, we cherish our office culture, fostering relationships and collaboration that spark creativity. Our hybrid work environment allows Datadogs to achieve a harmonious work-life balance tailored to their individual needs.

Feb 19, 2026

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Staff Software Engineer

Datadog

Full-time|$234K/yr - $300K/yr|On-site|Boston, Massachusetts, USA; New York, New York, USA

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Feb 27, 2026

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Sales Development Representative - Portuguese Speaking (LATAM)

Datadog

Full-time|$50K/yr - $50K/yr|Hybrid|Boston, Massachusetts, USA

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May 1, 2026

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Customer Success Manager - Boston

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Full-time|$108K/yr - $144K/yr|Hybrid|Boston, Massachusetts, USA

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Apr 27, 2026

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Sales Operations Analyst at Flywire | Boston

Flywire

Full-time|On-site|Boston

Role Overview Flywire is hiring a Sales Operations Analyst in Boston. This role focuses on improving sales processes and delivering actionable insights to help the sales team perform at its best. Analytical work will shape sales strategies and support operational improvements across the team. What You Will Do Analyze sales data to identify trends and areas for improvement Work with teams across the company to develop and roll out solutions that support sales goals Help streamline sales operations and boost efficiency Support the sales force with information and tools that help them reach targets Collaboration This position works closely with cross-functional teams to ensure that sales operations align with broader company objectives.

Apr 15, 2026

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Enterprise Sales Executive

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