United States Remote (Global) Full-time

EnrollHere is hiring a Senior Sales Representative (Enterprise Insurance Agencies) | EnrollHere | Jobs By Workable

About the Role

EnrollHere is seeking a Senior Sales Representative to focus on selling to large, multi-location enterprise insurance agencies and brokerages. You will drive new logo acquisition and expansion by helping agency leadership modernize their sales, marketing, compliance, and reporting operations through our SaaS platform.

What You'll Do

  • Lead full-cycle enterprise sales motions with large agency organizations.
  • Sell into agency leadership, including owners, CROs, COOs, and heads of compliance and sales.
  • Articulate clear ROI around productivity, compliance, lead monetization, and growth.
  • Manage complex buying groups across sales, compliance, IT, and finance.
  • Partner with Customer Success to ensure smooth onboarding and long-term account growth.
  • Maintain accurate forecasting and pipeline discipline.
  • Contribute feedback to Product and GTM teams based on agency market needs.

What We're Looking For

  • 7+ years of B2B SaaS sales experience.
  • Direct experience selling to large insurance agencies or brokerages.
  • Strong understanding of agency distribution models and producer workflows.
  • Proven ability to close six-figure+ ACV deals.
  • Consultative selling mindset with strong business acumen.

Benefits & Compensation

  • Medical: 4 United Healthcare medical plans, including an HSA option.
  • Dental: 3 dental plans from Aetna and MetLife.
  • Vision: 2 Aetna vision plans.
  • Wellness & Mental Health: 5 additional Medical Plus benefits, including telehealth support and an annual Talkspace subscription.
  • Ancillary Coverage: 4 ancillary plans and supplemental life insurance.
  • Retirement: 401(k) with a 4% match after a 90-day exclusionary period.
  • PTO & Flexibility: Generous PTO and remote work support.
  • Growth: Learning stipends and opportunities for professional development.

Work Mode

This role supports a global work mode.

EnrollHere is an equal opportunity employer.

Required Skills
SalesEnterprise SalesInsuranceB2B SalesCRMSalesforceCommunicationNegotiationAccount ManagementProspectingPipeline ManagementPresentation SkillsRelationship BuildingSales StrategyClosing
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About company
EnrollHere

EnrollHere makes healthcare enrollment simple, transparent, and accessible for everyone. We partner with organizations nationwide to deliver streamlined technology and exceptional customer experiences.

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Job Details
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Posted 3 months ago