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    trainwell

    Insurance Sales Coach

    trainwell
    Full-time
    Verified Remote
    Anywhere in the WorldProgrammingToday

    About this role

    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

    About trainwell

    trainwell
    trainwell

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