trainwell
trainwell

Insurance Sales Coach

salesfull-timeWorldwide
SALARY
$180k – $220k/yr
WORK TYPE
remote
JOB TYPE
full-time
INDUSTRY
general
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About the role

About Trainwell

Trainwell is the premier sales training and implementation company for insurance agencies. We work with top-producing agents — many ranked in the top 10 nationally — to scale their production, build accountability systems, and transform their teams into elite closers.

Our coaching is built on the 4 Pillars: needs-based sales process, accountability and management, marketing and lead ROI, and hiring and ramp. We install systems that produce measurable results — and our clients pay a premium for it.

The Role

As a Trainwell Coach, you'll work 1-on-1 and in group settings with insurance agents and their teams to drive production, install systems, and build winning sales cultures. This is not a babysitting role. You'll be expected to deliver outcomes — and you'll have the platform, IP, and team behind you to do it.

What You'll Do

  • Coach insurance agents and team members through structured 3-month engagements
  • Install needs-based sales processes built around the Golden Multiline Script
  • Diagnose and fix breakdowns in sales process, accountability, hiring, and lead ROI
  • Build and refine accountability systems for agency teams
  • Lead live group calls, roleplay sessions, and 1-on-1 coaching
  • Review recorded sales calls and deliver actionable feedback
  • Help clients hire, ramp, and retain top-performing team members
  • Identify upgrade opportunities and move clients into higher-tier programs
  • Contribute to the evolution of Trainwell's IP, curriculum, and coaching methodology

Requirements

Required:

  • Experience as a captive insurance agent, agency team lead, or top-producing team member
  • Documented track record of elite production
  • Deep understanding of multiline insurance sales — auto, home, life, financial services
  • Ability to coach, teach, and develop people (not just close)
  • Strong systems thinking — you build processes, not just hit numbers

Highly Preferred:

  • Experience hiring, ramping, and managing licensed team members
  • Background in life and financial services production
  • Prior coaching, training, or sales management experience
  • Comfort with technology (GHL, AI tools)
  • Fitness, military, or athletics background

You Are:

  • Hungry, humble, and coachable
  • Obsessed with winning and incapable of accepting average
  • Direct in your communication — you tell people the truth even when it's uncomfortable
  • A lifelong learner who has invested significantly in your own growth
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