Remote Insurance Sales Coach

2026-04-29
Remote, Remote
Not specified
Human Resources

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