Trainwell (trainwell.co) 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
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Coach insurance agents and team members through structured 3-month engagements
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Install needs-based sales processes built around the Golden Multiline Script
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Diagnose and fix breakdowns in sales process, accountability, hiring, and lead ROI
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Build and refine accountability systems for agency teams
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Lead live group calls, roleplay sessions, and 1-on-1 coaching
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Review recorded sales calls and deliver actionable feedback
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Help clients hire, ramp, and retain top-performing team members
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Identify upgrade opportunities and move clients into higher-tier programs
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Contribute to the evolution of Trainwell's IP, curriculum, and coaching methodology
What You Get
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$180K–$220K+ earning potential (base + performance compensation)
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Fully remote — work from anywhere
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Direct access to Trainwell's IP, frameworks, and proprietary tools (including AI George)
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Growth inside a company scaling toward 8 figures
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Real ownership of client outcomes
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A seat at the table with the team redefining insurance sales training
Requirements
What We're Looking For
Required:
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Experience as a captive insurance agent, agency team lead, or top-producing team member
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Documented track record of elite production
- Deep understanding of multiline insurance sales — auto, home, life, financial services
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Ability to coach, teach, and develop people (not just close)
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Strong systems thinking — you build processes, not just hit numbers
Highly Preferred:
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Experience hiring, ramping, and managing licensed team members
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Background in life and financial services production
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Prior coaching, training, or sales management experience
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Comfort with technology (GHL, AI tools)
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Fitness, military, or athletics background
You Are:
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Hungry, humble, and coachable
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Obsessed with winning and incapable of accepting average
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Direct in your communication — you tell people the truth even when it's uncomfortable
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A lifelong learner who has invested significantly in your own growth
Benefits
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Remote
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Base Salary
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Commission
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Performance Bonuses
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Health Insurance
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401k with match & Roth 401k
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PTO, Life Insurance, Disability Insurance
