Revenue Leader in Boston

Datadog’s Revenue Operations & Finance team continues to expand as we work continuously to improve and solve complex business problems. The Sales Revenue team supports Datadog’s rapid growth by collaborating with teams across the organization, providing commercial, operational, and analytical support to ensure that Datadog's business and Sales organization continues to grow as rapidly and efficiently as possible. In this role, you will gain hands-on experience managing commission processes at scale while collaborating cross-functionally with Finance, Sales, Strategy, and Operations. This is an excellent opportunity for anyone seeking high visibility, meaningful ownership, and a clear path for growth within a fast-paced SaaS environment. We are looking for a Sales Revenue Analyst to join us in Boston, MA to support our team in managing global sales team compensation calculations and new business revenue recognition. 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: Own the monthly sales commission process across multiple sales segments, ensuring accuracy, timeliness, and operational excellence Improve day-to-day operations by identifying process gaps, fixing inefficiencies, and building practical tracking for new initiatives as the business grows Analyze compensation results to identify trends, surface risks, and provide actionable insights to leadership Review deal structures and financial terms to ensure alignment with compensation policies and revenue recognition requirements Partner cross-functionally with Finance, Sales, Systems and Strategy to support compensation plan execution and business initiatives Maintain and optimize compensation systems, reporting and dashboarding by leveraging tools such as Salesforce and CaptivateIQ to ele

As a Manager, Customer Success, you will hire and develop teams, coaching Customer Success Managers (CSMs) to success. This role impacts our customer experience and retention at scale, providing an opportunity to join a company that’s a leader in the space and see your contributions firsthand. At Datadog, we value our office culture—the relationships and collaboration it builds, and the creativity it inspires. We operate as a hybrid workplace to help our Datadogs create a work-life harmony that best fits them. 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: Drive and influence the full renewal and expansion sales cycle Serve as an advisor and role model for exemplary customer service Balance autonomy with effective communication upwards Act as a regional/segment owner and escalation point for relevant matters Motivate CSMs to foster customer relationships that build trust and achieve consistent revenue growth Collaborate cross-functionally to drive positive customer outcomes and solve complex challenges Focus on talent attraction, retention, and development to create high-performance teams Who You Are: Experienced in Customer Success or Account Management, with 6+ years of experience preferred and at least 3 years in the SaaS space 3+ years of experience leading a high-performing team of Customer Success Managers A proven track record of success in negotiating contract terms and overcoming pricing objections for renewal and upsell opportunities Familiar with the B2B tech or subscription-based software space Comfortable in a fast-paced, scaling environment 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 skill

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

As Datadog’s in-house product experts, the Technical Escalation Engineering (TEE) team plays a critical role in driving our global success. We enable our customers, from the world’s most innovative startups to the largest enterprises. Through deep technical expertise, relentless problem-solving, and exceptional customer engagement, we educate, guide, and troubleshoot, delivering high-impact solutions that shape the customer experience. Whether through hands-on technical call, in-depth fact findings meeting, or complex investigations, we set the gold standard for technical excellence and customer advocacy. As part of our TEE team, you’ll tackle the most challenging technical problems, collaborate directly with Engineering and Product to refine and evolve our platform, and mentor teams worldwide, elevating the technical bar at every level. As part of the Technical Escalation Engineering (TEE) team, you’ll operate at the heart of Datadog’s ecosystem, working at the intersection of Technical Solutions, Engineering, Product, and our Customers. Every challenge you take on will directly impact the performance, scalability, and success of both our clients and our platform. You’ll be in an environment that moves fast, challenges you daily, and rewards curiosity, ownership, and technical excellence. This is your chance to shape the future of observability and security, driving innovation, mentoring teams, and influencing product direction while witnessing your expertise make an immediate and lasting impact. 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: Become the expert on usage metering, revenue-impacting behavior, and Cloud Cost Management within Technical Solutions, helping customers optimize usage and control spend across all Datado

The Datadog Major Accounts Team is focused on driving new business and expanding the current Datadog footprint with our largest and most strategic clients. The success of the Major Accounts Team directly impacts the success of Datadog and is a highly visible position with bold revenue targets. We are searching for seasoned and successful Account Executives that have a passion for technology and a fast-paced sales environment. The Major Accounts Team has experienced unprecedented success since its inception in 2021 and we are continuing to expand the team. This is a lucrative opportunity for any driven and competitive salesperson. 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 a targeted set of accounts while running an efficient sales process Nurture existing client relationships and grow the Datadog footprint Maintain, build and own specific relationship maps for your territory including existing relationships and aspirational contacts Develop a deep comprehension of the customer's business Negotiate favorable pricing and business terms by selling value and ROI Demonstrate resourcefulness when faced with challenges Determine necessary steps to close business and gain customer validation Identify a robust set of business drivers behind all opportunities Ensure high forecasting accuracy and consistency Who You Are: Someone with 7+ years Enterprise software sales experience Experienced in selling Fortune 100 companies with the ability to win new business Experience managing a complex account team from multiple GTM Ecosystem partner functions to support Sales cycle Experience/success selling new solutions into accounts already leveraging core technical products Combination of leveraging existing customer contacts and net new PG to brea

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 looking for a dynamic Sales Development Representative II to provide sales pipeline generation and revenue-driving activities and help fuel our growth targets for the fiscal year. You will be required to develop a great understanding of our customers, prospect into relevant accounts and utilize outbound efforts to engage and qualify potential customers using various proactive selling efforts. You will be one of the first touch points for prospects and set the tone for the sales cycle following. This role is a great opportunity to sharpen prospecting and discovery skills that align with our Commercial and Enterprise teams. The ideal remote candidate will sit Central to East coast and will report to a Manager of Sales Development in the East. You Will: Partner and work with the Commercial and Enterprise sales teams - including New Business, Expansion, Customer Success, and Professional Services. Work with other Smartsheet teams to develop account knowledge, relationship maps, and use case opportunities through direct account engagement and insight tools Setting qualified prospect meetings with our Sales Executives Strategically prospecting key account targets & contacts Hold thoughtful and engaging conversations over the phone and email Be the subject matter expert on Smartsheet products and services Generate appointments by independently identifying companies and contacts that would be a good fit for our services and making decisions to reach out to them via email, LinkedIn, cold calling, and

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 East Coast 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. You will report to our Regional Manager, Commercial Sales and can be based in our Boston, MA office or work remotely from anywhere in the US where Smartsheet is a registered employer. 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 including multiple internal and external stakeholders within growth or equivalent accounts (200 to 499 employee size) Develop and prospect new opportunities with existing customers in your territory by analyzing and identifying 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 Salesforc

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

G&A at Datadog rapidly scales the physical space, hiring, onboarding, and financial and legal systems to keep our business running in top form. As a Deal Desk Analyst, you will work cross-functionally with our Sales Operations, Billing, Contracts and Legal teams to provide quoting and deal structuring support to the Global Sales Team. This will be a growth position as Datadog’s business continues to expand. 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: Develop in-depth knowledge of Datadog’s licensing and pricing models to provide deal structuring and quoting support to our global sales teams Be a creative problem solver who finds a way to meet customers’ needs while adhering to Datadog’s selling policies Solve customer satisfaction issues following execution of the deal Actively negotiate deals directly with the customer as needed Work cross functionally across various stakeholder groups including legal, contracts, sales operations, order management, revenue, finance and product management Function as point of contact and subject matter expert for Sales on deal pricing matters Drive adherence to internal controls, protocols and business rules Partner with the team to identify and build AI-powered automations that improve deal desk efficiency and scale our operations Who You Are: At least 4 years of overall experience including related processes such as sales operations, finance, sales strategy, and sales enablement At least 2 years of experience with deal structuring/quoting complex SaaS transactions for a fast-growing multi-national company Working knowledge of revenue recognition principles Must be comfortable representing the company to customers in negotiations and resolving customer sa