Strategic Account Executive; Enterprise

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Twenty is a boutique sales recruitment agency that connects high-growth companies with exceptional candidates

Our client, a profitable, venture-backed Series D SaaS company operating at the intersection of HR Tech and developer tooling is seeking a Strategic AE to join the team. The platform is used by millions of developers globally and trusted by 20% of the Fortune 500, helping large organizations hire and upskill technical talent based on real skills rather than pedigree. The company is known for a high-performance culture that prioritizes speed without sacrificing quality, and the Strategic Accounts team is tenured, stable, and consistently successful at the enterprise level.

This is a net-new, enterprise sales role built for sellers who want true ownership, complex deals, and long-term impact.

• Own net-new enterprise acquisition across North American organizations with 10,000+ employees
• Build pipeline through targeted outbound efforts and strategic prospecting
• Partner closely with Growth to identify and generate demand within strategic accounts
• Lead complex sales cycles involving stakeholders across Talent Acquisition, Engineering, HR, L&D, and technical leadership
• Close high-value enterprise deals and drive meaningful revenue growth
• Act as the voice of the customer, sharing insights to influence product direction
• Collaborate cross-functionally with Sales, Marketing, Product, and Customer Success
• Maintain accurate forecasting and pipeline visibility with a focus on execution and deal progression

• You enjoy building pipeline, chasing complex deals, and closing new logos
• You thrive in fast-moving, ambiguous environments and create structure where needed
• You take full ownership of outcomes and operate with a strong bias for action
• You can clearly articulate technical value to diverse, senior stakeholders
• You’re deeply customer-focused and motivated to solve real hiring and workforce challenges

• 5–10 years of B2B sales experience, ideally in SaaS, HR Tech, EdTech, or enterprise software
• A strong track record of hunting and closing net-new enterprise business
• Experience selling into or alongside TA, HR, L&D, and technical teams
• Proven ability to navigate long, multi-stakeholder sales cycles
• Strong negotiation, communication, and deal execution skills
• Experience working with Fortune 500 or similarly complex organizations preferred

• OTE: $200,000–$250,000 (base + incentive, based on quota attainment)
• Equity and benefits offered in addition to cash compensation