Enterprise Account Executive, Insurance (chicago, Il)

Box Box · Enterprise · Chicago, IL · Sales AEs

Enterprise Account Executive for the Insurance vertical, focused on net-new logo acquisition. This role involves prospecting, building executive relationships, and closing complex enterprise-wide deals. The candidate will shape go-to-market strategies and partner cross-functionally to help customers manage and collaborate on critical content. The company emphasizes an AI-first approach and leveraging AI for decision-making.

What you'd actually do

  1. Own and exceed quarterly and annual new logo targets across an enterprise territory focused on the Insurance industry
  2. Build and execute strategic territory and account plans to penetrate white space; run multi-threaded pursuits across IT, security, risk, digital, operations, and line-of-business
  3. Create and accelerate pipeline through high-velocity prospecting (email, social, events, partners) and executive-level discovery, delivering tailored value narratives tied to insurance industry outcomes
  4. Lead complex enterprise sales cycles end-to-end: discovery, business case, pilots, security/compliance diligence, commercial negotiation, and executive alignment to close
  5. Orchestrate the extended team (Solutions Engineering, Security/Compliance, Industry Advisors, Customer Success, Marketing, Legal, Finance, and Partners/SIs) to deliver compelling, value-based solutions

Skills

Required

  • 6+ years of full-cycle SaaS sales experience with consistent success meeting/exceeding new logo and revenue targets
  • 2+ years selling to the enterprise space; experience with complex, multi-stakeholder deals
  • Proven “hunter” with a track record opening and closing net-new logos in large or global accounts; comfortable owning a white-space territory
  • Experience selling into Insurance familiarity with security, governance, and compliance-driven sales cycles
  • Skilled in value-based, solution selling: expert discovery, multithreading, executive storytelling, business case development, and competitive positioning
  • Strong executive presence and ability to engage C-level stakeholders across IT, Security, Risk/Compliance, Digital, and line-of-business functions
  • Highly organized operator with excellent territory planning, pipeline management, and forecasting discipline; adept in Salesforce or similar CRM
  • Collaborative deal leader who mobilizes cross-functional and partner ecosystems; thrives in fast-paced, high-accountability environments

Nice to have

  • Anticipate industry shifts and serve as a strategic advisor to enterprise customers as they evolve
  • Excel in ambiguous environments, bringing clarity and direction across complex, cross-functional initiatives
  • Bachelor’s degree or equivalent experience

What the JD emphasized

  • AI-first company
  • AI-first era of business
  • leverage AI to help make faster, smarter decisions