Sales Enablement Manager

EnrollHere

2h • Remote

About The Position

EnrollHere is on a mission to make healthcare enrollment simple, transparent, and accessible for everyone. We partner with organizations nationwide to deliver streamlined technology and exceptional customer experiences, ensuring members can access the coverage they need with confidence. Our fully remote team thrives on collaboration, innovation, and a shared commitment to improving the enrollment journey for all. The Sales Enablement Manager owns the systems, content, and processes that enable our revenue teams to sell effectively, consistently, and at scale. This role bridges Product, Marketing, and Sales to ensure our teams are equipped to sell complex insurtech solutions to carriers and enterprise agencies.

Requirements

• 5+ years in sales enablement, sales operations, or B2B SaaS sales
• Experience supporting enterprise or regulated-industry sales teams (insurance, healthcare, fintech)
• Strong understanding of complex sales cycles and multi-stakeholder buying processes
• Exceptional communication, organization, and stakeholder-management skills
• Experience with CRM and enablement platforms (Salesforce, Gong, HubSpot, Highspot, etc.)

Responsibilities

• Design and execute a comprehensive sales enablement strategy aligned to GTM objectives
• Own onboarding, ongoing training, and certification for Sales, SDRs, and Customer Success
• Develop and maintain sales content: pitch decks, demos, battlecards, playbooks, ROI tools, and case studies
• Partner with Product and Product Marketing to translate features into compelling value narratives
• Enable complex deal selling (security, compliance, integrations, procurement cycles)
• Drive adoption and optimization of CRM, sales tech stack, and enablement tools
• Analyze performance data to identify skill gaps and improve win rates and ramp time
• Support new product launches and vertical-specific motions (e.g., Medicare, ACA, commercial lines)

Benefits

• 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

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed
• Number of Employees: 11-50 employees