First Stop Health

Sales & Client Success Trainer

First Stop Health

full-time

Posted on:

Origin:  • 🇺🇸 United States

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Job Level

SeniorLead

About the role

  • The Sales & Client Success Trainer will own, design, and deliver scalable onboarding and ongoing enablement for our Sales and Customer Success teams.
  • As a senior individual contributor, this role is ideal for an experienced educator passionate about coaching, curriculum, and GTM performance enablement.
  • You’ll be part of the Solutions Consulting team, reporting initially to the VP of Solutions Consulting.
  • Key Responsibilities: Onboarding & Curriculum Design
  • Build and maintain repeatable onboarding programs for Directors of Sales and Customer Success team members
  • Create modular, role-specific training materials for live and asynchronous learning
  • Ongoing Training & Field Enablement
  • Design and deliver training across key themes: Salespersonship, Client Engagement, Product Fluency, and Strategic Selling
  • Run pitch practices, mock scenarios, QBR prep, and refreshers for ongoing skill development
  • Performance Analysis & Optimization
  • Partner with RevOps to analyze ramp time, attainment, and pipeline health to inform training priorities
  • Establish quarterly training cadences across Sales and CS tied to product, process, and performance
  • Cross-Functional Collaboration
  • Serve as a bridge between Sales, CS, Marketing, Product, and RevOps to ensure unified GTM readiness
  • Support strategic enablement initiatives that increase quota attainment and team confidence

Requirements

  • Bachelor's degree required
  • 10+ years in B2B sales, sales training, enablement, or solutions consulting
  • Demonstrated ownership of onboarding and ongoing development programs for quota-carrying teams
  • Experience training both Sales (new business) and CS (retention and upsell) teams
  • Familiarity with GTM tech stack including Salesforce, Gong, and Highspot
  • Healthcare or employer benefits background preferred
  • Experience in PE-backed or high-growth environments is a plus
  • Exceptional facilitation and content creation skills (live and async)
  • Strong understanding of consultative selling, choice architecture, and sales psychology
  • Fluency in enablement best practices and adult learning principles
  • Ability to build scalable training systems and track performance impact