Job Openings
Enterprise Account Executive (3 Openings)
About the job Enterprise Account Executive (3 Openings)
Enterprise Account Executive (3 Openings)
Employment Type: Direct Hire – Full Time
HireNow Staffing is actively recruiting (3) seasoned, highly skilled Enterprise Account Executives to join one of our valued client partners. HireNow Staffing is acting as a direct placement partner for this enterprise sales role within a high-growth AI B2B software environment.
Position Overview
This role requires a true enterprise seller who is comfortable owning complex deals from initial outreach through close. The position is heavily outbound-driven and requires the ability to navigate multi-threaded sales cycles across large organizations (5,000+ employees).
The Enterprise Account Executive will operate as a key revenue driver, working closely with leadership to execute and refine the company's U.S. go-to-market motion while managing high-value opportunities.
Core Responsibilities
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Own the full enterprise sales cycle, from outbound prospecting through contract execution
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Build and manage a high-quality pipeline (approximately 70% outbound focus)
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Engage and influence multi-stakeholder buying groups, including C-suite executives and functional leaders
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Lead complex deal cycles involving long sales timelines and multiple decision-makers
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Deliver clear, compelling messaging aligned to customer pain points in recruiting and talent workflows
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Collaborate with leadership and GTM teams to execute and refine enterprise sales strategy
Required Qualifications (Non-Negotiable)
Candidates must meet all of the following criteria to be considered:
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8–12 years of B2B SaaS sales experience
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Proven success closing six-figure+ enterprise deals
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Experience managing complex, multi-threaded enterprise sales cycles
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Direct experience selling AI-native products (true AI, not repositioned SaaS)
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Background working within high-growth startup environments (Series A–C)
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Demonstrated ability to generate pipeline through outbound prospecting
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Strong tenure history with consistent career progression (no job hopping)
Candidates without enterprise deal ownership, AI product exposure, or startup experience will not be considered.
Preferred Qualifications
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Experience selling into HR, Talent Acquisition, or workforce-related functions
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Background with companies such as Harvey, Paradox, Decagon, Writer, Eightfold, Sierra, or Glean
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Experience scaling within rapid-growth startup environments
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Strong ability to manage long-cycle, high-value deals with executive stakeholders
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High level of intellectual curiosity, competitiveness, and ownership mentality
HireNow Checklist
HireNow Staffing is recruiting candidates who demonstrate:
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8+ years of enterprise B2B SaaS sales experience
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Proven track record of closing six-figure enterprise deals consistently
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Experience navigating complex buying committees and long sales cycles
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Direct exposure to AI-driven or AI-native product sales
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Background in Series A–C startup environments (growth-stage experience required)
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Strong outbound capability with a self-generated pipeline mindset
Automatic Disqualification:
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Job hopping with short tenures across multiple roles
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Experience limited to large enterprise companies only (no startup exposure)
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More than 20 years of total work experience (misaligned seniority)
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Selling non-technical or lightly positioned AI solutions without real AI exposure
Standout Candidates Possess:
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Experience selling true AI products (not repackaged SaaS)
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Track record of scaling with companies through Series A/B/C growth phases
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Consistent top-performer metrics and quota attainment
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Ability to operate as both a hunter and strategic deal owner