Mid Market Account Executive- Expansion

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. 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 ambitious, high-energy Account Executive based in Boston who’s passionate about helping organizations transform the way they work. In this role, you’ll be at the forefront of driving growth by connecting with mid-size to large companies, across a variety of industries, understanding their unique challenges, and delivering tailored solutions that empower teams to do their best work. If you thrive in a fast-paced, collaborative environment and are excited to champion a platform that’s redefining productivity, we’d love to meet you.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 maintaininga. 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 while prospecting, presenting, and closing!MUST BE BASED IN SAN DIEGO AND WILLING TO COMMUTE TO THE OFFICE 2-3 DAYS A WEEK.The Role:Drive net new expansion business by proactively identifying, engaging, and converting opportunities within assigned territory.Develop and execute Territory and Account plan strategies that open new doors in existing accounts and build strong relationships with key decision makers by creating tailored solutions that address complex business needs.Lead expansion efforts within existing mid-market customer accounts by uncovering additional use cases, identifying upsell and cross-sell opportunities, and driving adoption across multiple business units.Deliver compelling presentations and product demonstrations to both new prospects and current users within customer accounts, effectively communicating value and ROI.Collaborate closely with Sales Leadership, Customer Success and Solutions Engineering to optimize lead generation, accelerate sales cycles, and maximize expansion revenue.Analyze customer segments and market trends to identify new business opportunities and continuously improve the quality of the sales pipeline, with a strong focus on acquiring paid users within new lines of business.Qualifications:2-4 years experience with full-cycle ownership for complex deals that result in both retaining and growing existing customers by building consensus across key business decision makers and stakeholders.Proven track record of driving expansion sales (upsell, cross-sell, and renewals) within existing accountsDemonstrated ability to execute an expansion sales playbook and grow revenue within a defined customer base.Process-driven with obsessive attention to detail.Evidence of consistent quota attainment and disciplined pipeline and forecast management.Ability to translate workflow pain, productivity challenges, or tool consolidation needs into clear business value.High ownership, coachability, resilience, and attention to detail across deal execution and follow-through.Desirable:Experience selling productivity or project management solutions, ideally in a fast-paced SaaS environment like ClickUp.Proven success in high-velocity, transactional sales cycles - comfortable driving quick wins while building long-term customer relationships.Familiarity with the land-and-expand sales model, including identifying initial entry points and rapidly expanding adoption across teams and departments.Skilled in structured sales methods such as MEDDICC or MEDDPICC.Ability to navigate and influence multiple stakeholders, accelerating expansion opportunities within customer accounts.Passion for ClickUp's mission to make the world more productive, and a collaborative approach to working with internal teams to deliver exceptional customer experiences.#LI-TGEqual Opportunity Employer ClickUp is an Equal Opportunity Employer, and qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin.Privacy NoticeClickUp collects and processes personal data in accordance with applicable data protection laws. You can find further details by viewing our Global Candidate Privacy Notice.If you are a Philippine Job Applicant, please also see our Philippine Data Privacy Notice for further details.Visa SponsorshipPlease note we are unable to sponsor or take over sponsorship of an employment visa for roles outside of engineering and product at this time. Sponsorship for engineering and product roles is not guaranteed, but is instead based on the business needs for that specific role at that time. Please reach out to the recruiter with any questions.Fraud AlertClickUp Talent Acquisition will only initiate contact via an @clickup.com email or through our official careers portal on clickup.com. We will never request fees, payments, or sensitive personal information. Please disregard any offers received outside these channels and report them to View email address on click.appcast.io Processing NoticeClickUp may use artificial intelligence and machine learning technologies to help review and screen candidates' employment applications against role-related criteria. These tools support, but do not replace, human decision‑making. If you have questions or need an accommodation in the recruitment process, please contact us at View email address on click.appcast.io Range: $160K - $170KLocationUnited States - San Diego OfficeEmployment TypeFull timeLocation TypeHybridDepartmentSalesCompensationOTE $160K – $170KSalary and BenefitsAt ClickUp, we believe in transparency and fairness in compensation. The range displayed reflects the minimum and maximum target salaries for the position across all US locations. Please note that the actual compensation for this position may vary and is dependent on factors such as geographic location, interview performance, years of experience, education level, and specific skills. We encourage candidates to discuss compensation expectations during the interview process to ensure alignment with their qualifications and our company’s compensation philosophy.This position is eligible for the following benefits and perks:Equity401kHealth, Dental, and Vision insuranceSpending accountsLife & DisabilityPaid parental leaveFlexible paid time offEnhanced employee assistance programEmployee wellness stipendProfessional development stipend