{"id":1014359,"url":"https://alion.io/job/clasp-enterprise-account-executive","title":"Enterprise Account Executive","company":{"id":6666,"name":"Clasp","domain":"clasp.com","url":"https://alion.io/company/clasp","size_band":"51-200","is_staffing_agency":false,"employer_type":"direct","is_intermediary":false,"listed_via":null,"ats_vendor":"Ashby","truth_index":null},"role":"Sales","role_family":"Sales","seniority":"junior","employment_type":"full_time","work_mode":"remote","remote_scope":"stated_countries","remote_scope_basis":"posting_text","remote_working_hours":null,"hiring_geo_confidence":"explicit","locations":["United States"],"countries":["US"],"hiring_countries":["US"],"hiring_countries_total":1,"salary":{"min":120000,"max":140000,"currency":"USD","period":"year","gross":null,"usd_annual":140000},"salary_estimate":null,"experience_years_min":2,"visa_sponsorship":true,"relocation_package":false,"has_equity":true,"technologies":[{"name":"Google Drive","optional":false},{"name":"HubSpot","optional":false}],"status":"live","first_seen_at":"2026-09-17T18:43:53Z","employer_posted_date":"2026-10-06","last_verified_at":"2026-10-28T10:26:07Z","board_verified":true,"closed_at":null,"days_open":40,"trust":{"level":"ok","repost_count":null,"flags":[],"days_open":40},"description":"Enterprise Account Executive\nRemote. Must be able to travel up to 30% within US\nAbout Us\nClasp is transforming access to education and career pathways, starting with the healthcare workforce. We enable employers to invest in future talent where it matters most while easing overwhelming student debt. We’re creating lasting bonds between employers and employees. We believe that when employers have a stake in the cost of education, we can create a more sustainable, equitable, and skilled workforce.\nAs a mission-driven, venture-backed startup, we’re fresh off our Series B, we’re entering our next phase of growth. Clasp is a Forbes Fintech 50 company, a SHRM portfolio company, and has been named by Business Insider as one of the “Top 14 Healthcare Startups to Watch in 2026” and one of the “43 Startups to Bet Your Career On in 2025.”\nWe’re not just building a fintech product, we’re driving economic mobility. If you’re excited to build, grow, and make a real impact, join us.\nWho We Need\nClasp is looking for a high-performing Account Executive to hunt and close long-term, high-value customer partnerships. This is a consultative, enterprise sales role for someone who thrives in complex buying environments, owns a deal end-to-end, and brings curiosity, discipline, and strategic thinking to every deal.\nAs an AE at Clasp, you will own the sales lifecycle from networking and outreach to generate qualified deals, to guiding the prospect through their buyer’s journey. You’ll lead the process every step of the way, from first conversation through close using deep discovery, tailored solutioning, and data-backed storytelling. You’ll collaborate closely with Leadership, Marketing, Product, and Partner Success to deliver a high-trust buying experience that reflects Clasp’s values. This role is critical to accelerating ARR growth, creating a new category in the marketplace, and upholding Clasp as a partner not a vendor.\nWhat You’ll Do\nOwn an assigned territory to consistently generate your pipeline through networking, event attendance, and outbound prospecting\n\nClose deals to meet or exceed quarterly ARR targets\n\nLead complex, consultative sales cycles from discovery through close, aligning Clasp’s solutions to customer business outcomes\n\nDeliver well-structured and persuasive sales presentations that frame the value of a Clasp partnership within the prospect’s priorities and problems\n\nDevelop and design custom programs for customers based on a deep understanding of their business requirements; provide thorough, data-driven ROI analysis to make the business case\n\nBuild and manage strong middle-to-late funnel deal strategy, including regular touchpoints, stakeholder alignment, mullti-threading, and purchase process mapping\n\nRepresent Clasp externally at industry conferences and events, generating top-of-funnel opportunities, and building trusted relationships\n\nMaintain disciplined CRM hygiene and accurate forecasting for all owned companies, contacts, and deals\n\nWork cross-functionally with Marketing and Partner Success teams to ensure seamless handoffs and improved conversion rates\n\nProvide feedback to Clasp’s Product team identifying enhancements frequently requested during sales processes that will improve Clasp’s win and retention rate\n\nWhat You’ll Need\n2+ years of proven experience carrying a quota and consistently meeting or exceeding revenue targets in a B2B sales role\n\n2+ years of experience working at a Series B or earlier B2B startup\n\nExperience running consultative, value-based sales cycles in complex or enterprise environments\n\nStrong coachability and critical thinking skills to continuously improve\n\nDemonstrated curiosity and learning agility in becoming an industry expert in regulated or complex industries\n\nAbility to customize messaging, demos, and proposals based on stakeholder needs and business context\n\nComfort navigating multi-stakeholder deals, objections, and longer sales cycles\n\nComfort with embracing evolving processes, resources, and proof points given the early nature of Clasp’s offering\n\nDemonstrated ownership, discipline, and operational rigor, including forecasting accuracy and CRM hygiene\n\nWhat Will Set You Apart\nShowing your sales skills during the interview process with your preparation, questions, follow ups, and creativity\n\nExperience selling in the Healthcare space\n\nExperience selling to HR and Talent Acquisition departments\n\nFamiliarity with modern sales tools including Hubspot, Google Drive, ZoomInfo, Fathom\n\nWhat We Give In Return\nCompetitive cash and equity compensation\n\nHealth benefits (health, dental, & vision)\n\n401k + Match\n\nFlexible PTO policy\n\nOpportunities to grow and perform in a fast-paced environment alongside a stellar team.\n\nSalary\nThe salary range for this position is competitive and will be commensurate with the candidate’s experience, qualifications, and industry knowledge, ranging between $120,000 to $140,000 annually, with an on-target earnings between $260,000 to $300,000. In addition to the base salary, we offer an attractive equity component as part of our compensation package, providing an opportunity for eligible employees to share in the success and growth of our company. We are committed to offering competitive compensation and benefits packages to attract and retain top talent.\nWork authorization\n This role is not eligible for immigration sponsorship, now or in the future. Candidates must be authorized to work in the United States for any employer.\nHow we use AI in hiring\n Clasp uses AI-assisted tools in parts of our hiring process, such as AI notetakers transcribing or summarizing interviews, scheduling, and supporting evaluation in technical assessments. Humans review applications and make every hiring decision. AI tools don't make final decisions about any candidate. You're welcome to use AI to research Clasp and prepare, but during live interviews and assessments we want to hear your own thinking, so please don't use AI tools that generate or feed you responses in real time. If you'd like to be evaluated without AI tools, need an accommodation, or have questions about how we use these tools, email  and we'll arrange another process where we can.\nEqual opportunity\n Clasp is an Equal Opportunity Employer. We don't discriminate based on race, color, religion, creed, sex (including pregnancy, childbirth, and related conditions), sexual orientation, gender identity or expression, national origin, ancestry, age, disability, genetic information, marital status, veteran or military status, citizenship status (except as required by law), or any other status protected by federal, state, or local law. Qualified applicants with arrest or conviction records will be considered in line with applicable fair chance laws. 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