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
