Enterprise Account Executive

OIP Insurtech

$150K — $180K *
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-10+ years in technology services sales, IT consulting, or managed services
  • Proven track record of closing deals exceeding $100K
  • Strong background in new business development and account expansion
  • Experience with insurance or insurtech clients preferred
  • Ability to engage with operations, product, or technology stakeholders
  • Demonstrated commercial mindset with full sales cycle ownership
  • Strong relationship-building and negotiation skills

Responsibilities

  • Drive new business across insurance and insurtech sectors
  • Build and manage a robust sales pipeline through varied outreach
  • Own complete sales cycles, from initial conversation to deal close
  • Expand existing accounts to increase long-term revenue
  • Identify cross-sell and upsell opportunities within client teams
  • Lead negotiations and pricing discussions effectively
  • Sell a variety of services including software development and consulting
  • Engage with senior stakeholders in client organizations
  • Collaborate with internal teams to scope solutions
  • Manage complex, long-cycle enterprise deals to maintain momentum
  • Represent the company at meetings, events, and conferences

Benefits

  • Opportunities for significant ownership and impact
  • Work at the intersection of insurance and technology
  • Engage with leading organizations in a growing market
  • Access to continued professional development and networking
  • Dynamic working environment with client interactions
Full Job Description
Enterprise Account Executive

New York

We are hiring an Enterprise Account Executive to join our Manhattan office and drive new business and account growth across the US insurance and insurtech market. This is a high-impact commercial role where you will own enterprise relationships and close complex technology services deals in a fast-growing insurtech environment. At OIP Insurtech, you will work at the intersection of insurance and technology, helping leading organizations scale through development, staffing, and consulting services. If you are looking for ownership, complex deal cycles, and direct commercial impact, this is an opportunity to build and grow something meaningful.

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


Work Environment & Requirements
  • Location: Manhattan, New York office
  • Must be authorized to work in the United States
  • Occasional travel for client meetings, conferences, and events
  • Frequent in-person client interaction in NYC and the surrounding areas


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

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