Insurance Sales Coach

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 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