Enterprise Account Executive
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Job Description
Account Executive focused on converting demand into partnerships for an educational fintech startup. Leading consultative sales cycles and collaborating with cross-functional teams to deliver customer solutions.
Responsibilities:
- Own a book of business and consistently meet or exceed quarterly ARR targets
- Lead complex, consultative sales cycles from discovery through close, aligning Clasp’s solutions to customer business outcomes
- Deliver well-structured and persuasive sales presentations using best-in-class enterprise methodologies, with a thorough understanding of customer pain points
- Develop 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.
- Build and manage strong middle-to-late funnel deal strategy, including objection handling, stakeholder alignment, mullti-threading, and procurement navigation
- Contribute 10–20% of pipeline through self-sourced efforts such as outbound prospecting, social selling, and event engagement
- Represent Clasp externally at industry conferences and events, generating top-of-funnel opportunities and building trusted relationships
- Maintain disciplined CRM hygiene, accurate forecasting, and clear next steps for all opportunities
- Partner closely with SDRs and cross-functional teams to ensure seamless handoffs and improved conversion rates
- Bubble up feedback to Clasp’s Product team identifying enhancements frequently requested during sales processes that could be implemented to improve Clasp’s win rate and stickiness.
Requirements:
- 4+ years of proven experience carrying a quota and consistently meeting or exceeding revenue targets in a B2B sales role
- Experience running consultative, value-based sales cycles—ideally in complex or enterprise environments
- Strong discovery, storytelling, and executive-level communication skills
- Ability to customize messaging, demos, and proposals based on stakeholder needs and business context
- Experience utilizing sales tools to inform more personalized sales conversations (e.g., zoom info, fathom, AI support)
- Comfort navigating multi-stakeholder deals, objections, and longer sales cycles
- Demonstrated ownership, discipline, and operational rigor, including forecasting accuracy and CRM hygiene
- Curiosity and learning agility, with interest in building domain expertise in regulated or complex industries (e.g., healthcare, student loans, HR/hiring)
- Familiarity with modern sales tools and CRM systems (e.g., Hubspot or equivalent).
Benefits:
- Competitive cash and equity compensation
- Health benefits (health, dental, & vision)
- 401k match
- Commuter benefits
- Flexible PTO policy
- Opportunities to grow and perform in a fast-paced environment alongside a stellar team.
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