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trainwell: Insurance Sales Coach

Senior Remote Posted about 13 hours ago We Work Remotely — Programming
Sales

AI summary: Coach insurance agents and teams through structured engagements to install sales processes, build accountability systems, and drive production outcomes.

Description

Headquarters: Tiffin, United States
URL: http://trainwell.co

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 don't do fluff. We don't recycle 2014-era training. We install systems that produce measurable results — and our clients pay a premium for it.
We're scaling fast, and we're hiring a Coach to work directly with our highest-tier clients.

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


What You Get

  • $180K-$220K+ earning potential (base + performance compensation)
  • Fully remote — work from anywhere
  • Direct access to Trainwell's IP, frameworks, and proprietary tools (including AI George)
  • Growth inside a company scaling toward 8 figures
  • Real ownership of client outcomes
  • A seat at the table with the team redefining insurance sales training

Requirements

What We're Looking For
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

Benefits

  • Remote
  • Base Salary
  • Commission
  • Performance Bonuses
  • Health Insurance
  • 401k with match & Roth 401k
  • PTO, Life Insurance, Disability Insurance

To apply: https://weworkremotely.com/remote-jobs/trainwell-insurance-sales-coach