Enterprise Sales Executive Jobs in Massachusetts
Enterprise Sales Executive jobs in Massachusetts are open across Boston, Burlington, and Cambridge and other Massachusetts metros, with employers like Prosek Partners, Datadog, and Harness hiring at every experience level. Find a role that fits below and apply directly.
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Showing 5 of 187+ Enterprise Sales Executive jobs











INTRODUCTION
Our Enterprise Sales Executives target and close new business with Datadog’s largest, most strategic customers and prospects. In this role you’ll be focused on uncovering the pain points organizations face as they operate in or migrate to a cloud environment at scale as well as delivering the appropriate Datadog solution. 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’ll Do:
- Prospect into large Fortune 1000 companies while running an efficient sales process
- Maintain, build and own specific relationship maps for your territory including existing relationships and aspirational contacts
- Develop a deep comprehension of customer's business
- Negotiate favorable pricing and business terms with large commercial enterprises by selling value and ROI
- Handle existing customer expectations while expanding reach and depth into assigned territory
- Demonstrate resourcefulness when faced with challenges that defy easy solution
- Have intuitive sense of necessary steps to close business and gain customer validation
- Identify robust set of business drivers behind all opportunities
- Ensure high forecasting accuracy and consistency
BASIC QUALIFICATIONS
Who You Are:
- Someone with 3+ years closing experience (mix of field selling within mid-market or enterprise)
- Driven and have met/exceeded direct sales goals of 1M+ and operated with an average deal size of $100k+
- Able to demonstrate methodology to prospect and build pipeline on your own
- Experienced in working for an innovative tech company (SaaS, IT infrastructure or similar preferred)
- Experienced in selling into large Fortune 1000 companies with the ability to win new logos
- Role requires regular travel to client sites, within your area and other regions, using various modes of transportation (car, train, air), depending on business needs.
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.
HC2 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: $110,000—$120,000 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.
See All 187+ Enterprise Sales Executive Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
Find JobsEnterprise Sales Executive Jobs by City in Massachusetts
Where Massachusetts roles are concentrated, by current openings.
Enterprise Sales Executive Job Market in Massachusetts
A snapshot from current Massachusetts openings, updated as new roles post.
Who's Hiring
- Prosek Partners7

- Datadog6

- Harness6

- Klaviyo6

- Navan5

Top Industries Hiring
- Technology & Software87
- Consulting & Professional Services13
- Insurance12
- Manufacturing7
- Accounting & Auditing6
What Massachusetts Employers Look For
The qualifications that appear most often in enterprise sales executive jobs across Massachusetts.
- 5 or more years of closing experience in enterprise or strategic B2B sales
- Demonstrated ability to manage complex, multi-stakeholder sales cycles
- Proficiency with Salesforce or a comparable enterprise CRM platform
- Experience consistently meeting or exceeding annual quotas above seven figures
- Familiarity with MEDDIC, Challenger Sale, or similar enterprise sales methodologies
- Bachelor's degree in business, technology, or a related field preferred
Enterprise Sales Executive Jobs in Massachusetts: Frequently Asked Questions
How many enterprise sales executive jobs are there in Massachusetts?
There are 187+ enterprise sales executive openings in Massachusetts on Migrate Mate as of June 2026, with the most roles in Boston, Burlington, and Cambridge. New positions post regularly as employers across Massachusetts hire.
How much do enterprise sales executives make in Massachusetts?
Enterprise sales executives in Massachusetts earn a median of about $115,150 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $62,620 for the lowest 10% to over $172,480 for the top 10%. Pay rises with experience, specialty, and employer.
Which Massachusetts cities have the most enterprise sales executive jobs?
Boston, Burlington, and Cambridge have the most enterprise sales executive openings in Massachusetts right now, with additional roles spread across smaller metros statewide.
Which companies hire enterprise sales executives in Massachusetts?
Employers hiring enterprise sales executives in Massachusetts include Prosek Partners, Datadog, and Harness, based on current listings on Migrate Mate as of June 2026.
Are there remote enterprise sales executive jobs in Massachusetts?
Yes. About 44% of enterprise sales executive openings tied to Massachusetts are remote or hybrid as of June 2026. The rest are on-site roles based in Massachusetts metros.
How do I apply for enterprise sales executive jobs in Massachusetts?
You can apply to enterprise sales executive jobs in Massachusetts directly on Migrate Mate. Search the listings above, find roles that match your experience and preferred Massachusetts location, then apply to each one that fits.
See All 187+ Enterprise Sales Executive Jobs in Massachusetts
Find roles in Massachusetts that match your experience and apply in just a few clicks.
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