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Sales Director

Insight Global, hartford, ct, United States


Role Overview

We are looking for a sales-driven Enterprise Sales Director with 10+ years of B2B enterprise software sales experience, preferably in the Insurance/InsureTech Domain. This person will lead pipeline generation, own the full sales cycle, and build strong relationships across the Insurance/InsureTech domain.

Must Haves

  • Local to East Coast (CT, NY, NJ, PA, MA)
  • Experience working in the insurance domain for the last 3-5 years
  • 10+ years of experience in enterprise B2B sales of cloud, AI, data platforms, or data warehouse solutions
  • Skilled at building and expanding client networks within insurance domain
  • Outbound sales expertise (lead gen, discovery sessions, contract negotiations, etc.)
  • Demonstrated drive, independence, persistence, and a hunter mindset to navigate long sales cycles and maintain momentum
  • Experience managing large sales quotas annually (1-2 million preferred)
  • Green Card or USC only

Day to Day

  • Drive outbound prospecting across verticals (insurance, finance, healthcare), leveraging existing relationships and networks
  • Proactively identify and engage enterprise buyers to build a high-value sales pipeline
  • Conduct in-depth discovery sessions to uncover clients’ data workflow challenges and pain points
  • Translate these insights into bespoke solution proposals, positioning client's cloud/data fabric capabilities as high-impact answers
  • Take ownership from first outreach through proposal, negotiation, and closing
  • Partner with Product, Technical, Marketing, and Legal teams to craft compelling offers
  • Develop regional account strategies and maintain accurate forecasts and CRM records (e.g., Salesforce)
  • Meet or exceed ambitious sales targets with a consultative, value-focused selling approach
  • Cultivate deep, strategic relationships with executive and technical stakeholders
  • Understand vertical-specific challenges—especially around governance, compliance, and data workflows—to drive relevance and trust

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