trainwell: Insurance Sales Coach

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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

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