Insurance Sales Coach

trainwell • Tiffin, OH

14h • Remote

About The Position

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. 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.

Requirements

• 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

Nice To Haves

• 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
• 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

Responsibilities

• 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

Benefits

• $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
• Base Salary
• Commission
• Performance Bonuses
• Health Insurance
• 401k with match & Roth 401k
• PTO
• Life Insurance
• Disability Insurance

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed
• Number of Employees: 1-10 employees