Sr Enterprise Account Executive
$250kJobgether
Sr Enterprise Account Executive
This is a senior, high-impact enterprise sales role focused on driving new business growth across large, complex healthcare staffing and regulated industry accounts. The role owns the full sales cycle from prospecting through close, with a strong emphasis on strategic, multi-threaded enterprise deals. You will engage directly with executive stakeholders, shaping buying decisions in a market actively seeking modern, AI-enabled screening solutions. The environment is fast-moving and category-defining, with a strong product already proven in production at leading customers. You will collaborate closely with GTM leadership and executive stakeholders to refine strategy, pricing, and enterprise sales execution. This is a builder role where your pipeline strategy, execution discipline, and market presence directly shape revenue outcomes and go-to-market direction.
Accountabilities:
- Own and consistently deliver against a seven-figure new business quota across enterprise healthcare staffing and adjacent regulated accounts
- Drive full-cycle enterprise sales from pipeline generation through negotiation and close on deals ranging from $250K to $2M+
- Build and manage a strategic target account list of 40–60 enterprise organizations, mapping key stakeholders and decision-makers
- Develop pipeline through outbound prospecting, LinkedIn engagement, executive networking, and strategic account planning
- Lead multi-threaded sales cycles with complex buying committees and 6–12 month deal timelines
- Partner with internal GTM, product, and leadership teams to refine pricing, positioning, and enterprise sales strategy
- Maintain rigorous pipeline discipline and forecasting accuracy using Salesforce
Requirements:
- 8+ years of experience in B2B SaaS, enterprise services, or technology sales with a proven track record in complex deal cycles
- 3+ years of experience carrying and delivering against seven-figure enterprise quotas
- Demonstrated success closing large enterprise deals in the $250K–$2M+ range
- Strong background in healthcare staffing, HR tech, background screening, occupational health, or compliance-driven solutions
- Established network within healthcare staffing or adjacent regulated industries such as healthcare systems or workforce platforms
- Proven ability to generate pipeline independently through outbound efforts and relationship-led selling, including LinkedIn-based prospecting
- Strong executive presence with experience selling to C-level and VP-level stakeholders in complex organizations
- Familiarity with AI-native or emerging technology solutions and ability to sell into legacy or regulated environments
- Highly disciplined in pipeline management, forecasting, and structured sales execution
Benefits:
- Competitive base salary with uncapped commission structure and significant on-target earnings potential
- Equity participation offering long-term upside in a high-growth category
- Remote-first flexibility within the United States
- Comprehensive health, dental, and vision insurance coverage
- Opportunity to work directly with executive leadership and influence go-to-market strategy
- High-impact, high-ownership role with clear path to shaping enterprise sales motion and strategy
- Fast-paced environment with strong product-market fit and existing enterprise customers
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