Enterprise Account Executive

Requirements

• 5–10+ years of experience in technology services sales, IT consulting, staff augmentation, or managed services
• Proven track record of closing deals in the $100K–$1M+ range
• Strong experience in both new business development and account expansion
• Experience working with insurance or insurtech clients is a strong plus
• Experience selling into operations, product, or technology stakeholders
• Strong commercial mindset with ownership of the full sales cycle
• Ability to manage complex, multi-stakeholder enterprise sales processes
• Strong relationship-building and negotiation skills
• Ability to sell value and business outcomes, not just services
• Structured and disciplined approach to pipeline management and execution
• Strong communication skills across both technical and non-technical audiences

Responsibilities

• Drive new business across insurance companies and insurtech organizations
• Build and manage a strong pipeline through outbound activity, events, and referrals
• Own end-to-end sales cycles from first conversation to close
• Expand existing enterprise accounts and drive long-term revenue growth
• Identify cross-sell and upsell opportunities across teams and use cases
• Lead commercial negotiations, pricing discussions, and deal structuring
• Sell a mix of services, including software development, staff augmentation, and consulting
• Engage senior business and technical stakeholders across client organizations
• Partner with internal delivery and technical teams on solution scoping
• Manage complex, long-cycle enterprise deals and maintain momentum through close
• Represent the company in client meetings, industry events, and conferences