EnrollHere, Inc.

Senior Sales Representative – Enterprise Insurance Agencies

EnrollHere, Inc.

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇺🇸 United States

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Job Level

Senior

About the role

  • Lead full-cycle enterprise sales motions with large agency organizations
  • Sell into agency leadership (owners, CROs, COOs, 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

Requirements

  • - 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
  • We believe in taking care of our team, which is why we offer a comprehensive benefits package that supports your health, wellness, and future:
  • - **Medical:** 4 United Healthcare medical plans (including an HSA option)
  • - **Dental:** 3 dental plans (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

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
B2B SaaS salessales forecastingpipeline managementconsultative sellingROI articulationaccount growth strategieslead monetizationcompliance managementclosing six-figure dealsagency distribution models
Soft skills
business acumeninterpersonal communicationleadershipcollaborationstrategic thinkingproblem-solvingcustomer success orientationadaptabilitynegotiationrelationship management