At ClickUp, we're building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is expected to leverage AI daily, and we evaluate AI fluency as part of our hiring process. Join us and help redefine what's possible. 🚀 We’re looking for an Mid-Market Account Executive who has a consistent track record of exceeding quota via net new account acquisition, plus some account management experience with expansion and renewals. You should have experience with consultative sales processes, selling SaaS (ideally productivity solutions), and working with mid-size to large companies, across a variety of industries. You are a solution seller by nature, training, and experience, who is genuinely curious, and confident speaking with customers. And, you’re a persuasive self-starter, a good listener, while having a high degree of personal accountability in communicating cross-functionally and maintaining a healthy sales pipeline. Since a majority of your time will be spent on emails, calls, and web conferences with customers, we expect an infectiously positive attitude when prospecting, presenting, and closing! We are not interested in aggressive or annoying sales tactics - we believe the product is the real reason for converting. Our secret sauce should be framed around how we can ensure people see the value of the solution we provide. If you’re ready for the ride of a lifetime into the billion-dollar unicorn club, please, by all means, click the apply button! MUST BE BASED IN BOSTON OR SAN DIEGO AND WILLING TO COMMUTE TO THE OFFICE 2-3 DAYS A WEEK. The Role: Work all new business leads for Mid-Market (300-1,000 employee companies) Achieve and consistently exceed pipeline and sales targets by converting free trials, marketing-qualified leads, or demo requests into paid customers. Master the product and be able to field customer serv
Jobs in United States
Mid Market Account Executive in Boston
10 active opportunities · Updated September 2026
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Explore current mid market account executive jobs in Boston. Filter by work mode, employment type, experience, department, date posted and distance.
Typical salary
$90K – $90K/yr
Based on 1 salary observations
From $90K/yr
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 C
$6K – $60K/yr
For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it’s what we show up for every day. Smartsheet is seeking change agents to join our Central/East Commercial Sales Team as an Account Executive . You will be responsible for increasing software sales and driving expansion across a territory of accounts. You will be motivated, passionate, and opportunistic. You will be a proactive and curious member of the commercial sales team, identifying growth opportunities for clients before they identify a need or gap for themselves. This remote role is part of the Commercial Sales team based in the US and reports a Manager, Commercial Sales. You Will: Build and manage a sales pipeline to meet or exceed software and services sales quotas within your book of business Execute a solution-based sales process encompassing multiple groups within our commercial mature accounts equivalent to (500-4,999 employee size) Develop new business opportunities within existing customers by analyzing and proactively targeting high-value needs across multiple departments and lines of business Leverage existing relationships to expand Smartsheet's footprint and drive revenue or growth during renewals Expand Smartsheet brand awareness at the c-suite, operational and team level Facilitate and manage partnerships with Sales Engineers, Solutions Consultants and Customer Success teams to support full sales cycle and close business Create and maintain Joint Engagement Plans for strategic solution deals Maintain accurate and up-to-date records in Salesforce leveraging MEDDICC qualification guidelines to accurately forecast Utilize existing
From $100K/yr
Our Strategic Account 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. 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 Who You Are: Someone with 5+ years closing experience (mix of field selling within mid-market and 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 valu
At ClickUp, we're building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is expected to leverage AI daily, and we evaluate AI fluency as part of our hiring process. Join us and help redefine what's possible. 🚀 What You’ll Own Lead, coach, and develop a team of Account Executives focused on the commercial segment across AMER. Drive pipeline generation, deal execution, and consistent attainment of regional revenue targets. Build a strong operating cadence around forecasting, pipeline inspection, deal reviews, rep development, and performance management. Hire, ramp, and retain high-performing talent while creating an ambitious, inclusive, and motivating team culture. Improve sales process scalability through better use of CRM data, performance metrics, and repeatable best practices. Partner closely with Growth, Marketing, Operations, and Product to improve conversion, support important accounts, and remove friction in the customer journey. Reinforce high standards for thoughtful, value-based selling and customer-first leadership. Report on performance, pipeline health, forecast accuracy, and improvement opportunities to senior leadership. Required Qualifications Significant experience leading B2B SaaS sales teams in a commercial, SMB, or mid-market motion. Strong understanding of selling across AMER markets and how regional nuance shapes coaching, hiring, and execution. Proven track record coaching high-performing sellers and improving team productivity, forecast quality, and revenue outcomes. Experience building or scaling repeatable new-business and outbound motions. Strong analytical and operational instincts, with comfort using CRM data, sales metrics, and pipeline insights to drive decisions. Excellent communication, collaboration, and change-management skills. Ability to influence partners across Marketin
From $118K/yr
As a Mid-Market Sales Engineer, you will provide technical expertise through sales presentations, product demonstrations, and supporting technical evaluations (POVs). Sales Engineers help qualify and close opportunities with customers and partners and have a voice with the product team to help prioritize features based on input from customers, competitors, and partners. Additionally, you will work with various teams to resolve customer concerns, escalate bug issues, and serve as an ambassador for our brand. If you want to join a friendly, passionate team with limitless potential, we’d love to meet you! 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: Partner with the sales team to articulate the overall Datadog value proposition, vision and strategy to customers Continually learn new technology to build competitive knowledge, technical skill, and credibility Assist with technical discovery on key accounts and opportunities Deliver tailored product and technical presentations with potential clients Help clients evaluate the platform and assist when they run into roadblocks. Own technical engagement with customers during the trial phase. This entails communicating datadog’s value throughout an evaluation and working with customers on any identified issues or concerns to successful conclusion Proactively engage and communicate with customers and Datadog business/technical teams regarding product feedback and competitive landscape Who You Are: Someone with a minimum of 1.5 years experience in a Sales Engineering role Previous Observability experience Passionate about educating customers on observability risks that are meaningful to their business, and able to build and execute an evaluation plan with a customer Someone with strong written and oral communicati
From $80K/yr
Datadog Sales Engineers help qualify and close opportunities with customers and partners. You will provide technical expertise through sales presentations, product demonstrations, and supporting technical evaluations (POCs). Sales Engineers have a voice with the product team to help prioritize features based on input from customers, competitors, and partners. Additionally, you will work with various teams to resolve customer concerns, escalate bug issues, and serve as an ambassador for our brand. If you want to join a friendly, passionate team with limitless potential, we’d love to meet you! 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: Partner with the sales team to articulate the overall Datadog value proposition, vision and strategy to customers Continually learn new technology to build competitive knowledge, technical skill, and credibility Deliver product and technical presentations with potential clients Have a direct line of communication with the product team to collaborate on feature requests Help clients onboard the product and assist when they run into roadblocks. Think creatively about a wide variety of technical challenges during the pre-sales life cycle Who You Are: Knowledgeable and experienced with DevOps monitoring or architecture tools. Comfortable and confident in delivering technical presentations/demos to either external customers or internal teams Able to think creatively about a wide variety of challenges. You're going to find new things every day Previously experienced in systems administrations: Windows or Linux Able to sit up to 4 hours, traveling to and from client sites Able to travel via auto, train or air up to 25% of the time Datadog values people from all walks of life. We understand not everyone
From $80K/yr
Datadog Sales Engineers help qualify and close opportunities with customers and partners. You will provide technical expertise through sales presentations, product demonstrations, and supporting technical evaluations (POCs). Sales Engineers have a voice with the product team to help prioritize features based on input from customers, competitors, and partners. Additionally, you will work with various teams to resolve customer concerns, escalate bug issues, and serve as an ambassador for our brand. If you want to join a friendly, passionate team with limitless potential, we’d love to meet you! 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: Partner with the sales team to articulate the overall Datadog value proposition, vision and strategy to customers Continually learn new technology to build competitive knowledge, technical skill, and credibility Deliver product and technical presentations with potential clients Have a direct line of communication with the product team to collaborate on feature requests Help clients onboard the product and assist when they run into roadblocks. Think creatively about a wide variety of technical challenges during the pre-sales life cycle Who You Are: Enjoys a hybrid office culture and spending time in-person at our Boston office Has at least one year of experience in a technical sales and/or post-sales role Has a working knowledge of modern web development, DevOps monitoring, and cloud architecture/technologies Enjoys collaborating and teaming with others Demonstrates strong written and oral communication skills Comfortable and confident in delivering technical presentations/demos Can multi-task, manage time well, and be responsive to others Curious, eager to learn, and persistent in solving problems Able to si
From $100K/yr
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. 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 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
At ClickUp, we're building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is expected to leverage AI daily, and we evaluate AI fluency as part of our hiring process. Join us and help redefine what's possible. 🚀 We’re looking for an Account Executive who has a consistent track record of exceeding quota via expanding client footprint through cross-selling and upselling opportunities. You should have experience with consultative sales processes, selling SaaS (ideally productivity solutions), and working with mid-size to large companies, across a variety of industries. You are a solution seller by nature, training, and experience, who is genuinely curious, and confident speaking with customers. And, you’re a persuasive self-starter, a good listener, while having a high degree of personal accountability in communicating cross-functionally and maintaining a healthy sales pipeline. Since a majority of your time will be spent on emails, calls, and web conferences with customers, we expect an infectiously positive attitude when prospecting, presenting, and closing! We are not interested in aggressive or annoying sales tactics - we believe the product is the real reason for converting. Our secret sauce should be framed around how we can ensure people see the value of the solution we provide. If you’re ready for the ride of a lifetime into the billion-dollar unicorn club, please, by all means, click the apply button! This role requires 3 days a week in office in Boston, MA. The Role: Full Cycle Management: Own and manage the full sales cycle with current ClickUp Customers—building pipeline, qualifying leads, and closing deals - cross-selling, upselling, and expanding ClickUp’s footprint within current customer organizations. Target Achievement: Consistently achieve and exceed pipeline and sales targets by converting fre
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