Demo

Enterprise AE (On-Site)

Crossing Hurdles
San Francisco, CA Full Time
POSTED ON 4/23/2026
AVAILABLE BEFORE 5/31/2026

Crossing Hurdles is a global recruitment firm partnering with leading US-based startups. We are hiring for a rapidly scaling AI-driven insurance technology company, backed by top-tier venture investors including a16z, Y Combinator, Nexus, South Park Commons, and Converge, and is assembling a world-class go-to-market team in San Francisco to support its next phase of scale.


Role Snapshot

  • Role: Enterprise Account Executive
  • Compensation: $125k – $175k (OTE: $250k – $350k) Competitive equity
  • Location: San Francisco, US | On-site (5 days in-office)
  • YOE: 3–5 years of experience in full-cycle enterprise sales, with strong expertise closing high-value deals
  • Benefits: Visa sponsorship available on case-by-case basis


About The Client

The company has built a domain-specific AI platform designed to modernize and optimize complex insurance workflows for enterprise customers. Their AI Assistant automates submission intake, policy comparisons, and underwriting audits—replacing outdated, manual processes with intelligent automation that makes teams faster, smarter, and more efficient. Leading insurers, reinsurers, MGAs, and brokers rely on the platform to drive better decisions at scale, supporting customers writing over $15B in premiums across all 50 states.


Why Should You Consider?

  • Own the entire sales cycle from qualified lead through discovery, demo, proposal, negotiation, and close for high-value enterprise deals
  • Partner with SDRs and marketing to nurture and develop qualified leads, building a healthy pipeline with 3-4x quota coverage
  • Shape go-to-market strategy by delivering quarterly "voice of customer" reports highlighting objections, competitor insights, and product requests that directly influence product roadmap and marketing strategy
  • Accelerate the sales process by quickly learning prospect workflows and pain points to position the platform's solutions effectively using CRM tools for accurate forecasting
  • Drive customer success by ensuring smooth handoffs to CSM/AM teams with clear documentation and identifying expansion opportunities within the first year of relationships

Salary : $125,000 - $175,000

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