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Trainwell

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11 open rolesLatest: Apr 30, 2026, 9:27 AM UTC
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Title: Insurance Sales Coach Location: Tiffin, Ohio, United States Remote Full time Job Description: 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

Ohio
$180K - $220K / year

Role Description 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 Qualifications - 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 Requirements - Experience hiring, ramping, and managing licensed team members (highly preferred) - Background in life and financial services production (highly preferred) - Prior coaching, training, or sales management experience (highly preferred) - Comfort with technology (GHL, AI tools) (highly preferred) - Fitness, military, or athletics background (highly preferred) 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

Worldwide
$180K - $220K / year

Role Description 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 Qualifications - 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 Requirements - Experience hiring, ramping, and managing licensed team members (highly preferred) - Background in life and financial services production (highly preferred) - Prior coaching, training, or sales management experience (highly preferred) - Comfort with technology (GHL, AI tools) (highly preferred) - Fitness, military, or athletics background (highly preferred) 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

Worldwide
$180K - $220K / year

trainwell partners with leading insurance agencies to recruit and place licensed insurance producers in high-growth sales roles. As an Insurance Producer, you will be employed directly by one of our agency clients, joining a team that leverages trainwell's sales training and coaching platform to maximize your performance and professional development. This role is focused exclusively on selling insurance policies—no customer service, claims, billing, or policy servicing duties. You will work quality leads provided by the agency, allowing you to concentrate on building relationships and closing sales without the need for cold calling or purchasing leads. Key responsibilities include: - Sell Property & Casualty (P&C) policies, including auto, home, renters, and umbrella insurance, and/or Life & Health (L&H) policies, such as term life, whole life, final expense, and supplemental health coverage - Engage with prospective clients using agency-provided quality leads to drive new business - Maintain a consistent sales pipeline and achieve production targets aligned with your active license line - Collaborate with agency leadership and participate in ongoing sales training and mentorship programs

United States

We are hiring an experienced Insurance Sales Agent/Producer to join one of our partner agencies. This opportunity is ideal for agents or producers with prior experience at Allstate, Farmers Insurance, American Family, or similar captive agencies—but we’re also open to those from independent or IMO backgrounds—who are looking for more support, more opportunity, and a stronger system to grow. If you are licensed in Property & Casualty or Life & Health, and you want a role with real earning potential and consistent lead flow, we want to speak with you. What You’ll Do As an Insurance Sales Agent, you will: - Sell auto, home, life, and financial protection products to new and existing clients - Work with warm inbound leads provided by the agency - Conduct needs-based conversations and recommend proper coverage - Follow a proven, structured sales process with coaching and support - Build long-term client relationships and grow your book of business Compensation & Benefits We offer a high-performance sales role with strong stability and upside: - Base salary + uncapped commission - Leads provided (no cold door-to-door) - Full benefits package, including health coverage and paid time off - Performance bonuses and growth opportunities Top performers earn significantly above industry average. Training & Support You will not be left to figure it out alone. Our agency provides: - Structured onboarding and training - Proven scripts and sales system - Ongoing coaching and accountability - Access to industry-leading development tools through Trainwell This is a role built for producers who want to win with structure. Preferred Qualifications Strong candidates typically have: - Active Property & Casualty license and/or active Life & Health license - Insurance sales or producer experience - Confidence in a consultative sales environment - A competitive, coachable mindset Apply Today If you’re a licensed insurance producer looking for a better opportunity with leads, training, and real earning potential, we’d love to connect. Apply now and we will reach out to schedule a quick conversation.

United States
Job Closed

About the Role We're looking for a Licensed Investment Representative to join a growing insurance agency. This is a remote position where you'll work directly with clients to recommend and manage mutual fund investments, build long-term financial relationships, and help families secure their financial futures. If you're licensed, experienced, and hungry to grow — this is for you. About Trainwell Trainwell is a premier sales training and coaching platform built exclusively for insurance professionals. We help agencies and their teams sharpen their skills, close more business, and build sustainable growth through hands-on coaching, world-class training content, and AI-powered sales tools. When you join an agency backed by Trainwell, you're joining a team that invests in your development from day one. Key Responsibilities Conduct investment consultations with clients to assess financial goals, risk tolerance, and investment timelines. Recommend and sell mutual fund products aligned with each client's needs and objectives. Manage and review existing investment portfolios, providing ongoing guidance and rebalancing recommendations. Educate clients on investment options, market conditions, and long-term wealth-building strategies. Maintain compliance with all FINRA regulations, company policies, and state licensing requirements. Generate new business through referrals, agency cross-selling, and proactive client outreach. Collaborate with the agency team to identify investment opportunities within the existing book of business. Maintain accurate records of all transactions, client interactions, and compliance documentation.

Maryland
$60K - $75K / year

About trainwell trainwell is a national training company dedicated to empowering high-performing insurance agencies. We help agency owners scale their revenue through advanced sales systems, accountability structures, and performance training. As we’ve grown, our clients have consistently asked for one critical resource: help with hiring. We’ve launched a dedicated recruiting division to meet this need, and we are looking for a driven Recruiter to join our team. The Opportunity This is not an internal HR role. You will not be recruiting for trainwell. Instead, you will act as a strategic recruiting partner for a portfolio of insurance agency clients across the country. You are joining after our Founding Recruiting Lead has established the initial framework. Your mission is to execute and scale that foundation—managing a high volume of open roles, delivering top-tier talent to agency owners, and helping refine the processes that will define our division’s success. What You’ll Do - Manage Full-Cycle Recruitment: Own the end-to-end recruiting process for a variety of roles, including Insurance Sales Producers, Account Managers, and hybrid customer service positions. You will not rely solely on job postings/inbound applications. - Client Partnership: Serve as the primary recruiting contact for agency owners. You will manage expectations, provide market insights, and guide them through the hiring process. - Candidate Evaluation: Screen candidates for cultural fit, sales aptitude, and technical insurance knowledge. Coordinate and help administer structured group interviews with agency owners. Process Optimization: Work within and help improve our recruiting systems, documentation, and workflows. Track recruiting KPIs and placement metrics to ensure efficiency and quality.

Iowa
Job Closed

About trainwell trainwell is a national training company that partners with top-tier insurance agencies to help them grow. We provide sales systems, accountability, and performance training. As we launch a new recruiting division to meet our clients’ hiring needs, we are building a specialized team. We are looking for a dedicated Sourcer to focus on the most critical part of the hiring process: finding the right people. The Opportunity This is a specialized sourcing role. You will partner directly with our Recruiters to identify and engage passive talent for high-priority insurance roles, specifically Insurance Producers (Sales), Account Managers, and hybrid Producer/CSR roles. Your focus is on building talent pipelines, not on managing the full recruitment cycle. If you are a detective who loves the hunt and enjoys starting conversations with hard-to-find candidates, this role is for you. What You’ll Do - Strategic Sourcing: Utilize LinkedIn Recruiter, Juicebox AI, industry groups, niche job boards, and other creative search methodologies to identify qualified candidates for insurance agency roles. - Pipeline Development: Build and maintain a robust pipeline of passive talent for key roles, with a specific focus on candidates with experience in captive and independent agencies  - Initial Outreach: Craft and send compelling, personalized messages that convert prospects into applicants. You will engage passive talent, build interest, and drive candidates to apply for opportunities with our partner agencies. - Market Mapping: Research and identify key talent pools in different geographic regions to support our partner agencies’ needs.

Iowa
Job Closed

Role Description This is not an internal HR role. You will not be recruiting for trainwell. Instead, you will act as a strategic recruiting partner for a portfolio of insurance agency clients across the country. You are joining after our Founding Recruiting Lead has established the initial framework. Your mission is to execute and scale that foundation—managing a high volume of open roles, delivering top-tier talent to agency owners, and helping refine the processes that will define our division’s success. What You’ll Do - Manage Full-Cycle Recruitment: Own the end-to-end recruiting process for a variety of roles, including Insurance Sales Producers, Account Managers, and hybrid customer service positions. You will not rely solely on job postings/inbound applications. - Client Partnership: Serve as the primary recruiting contact for agency owners. You will manage expectations, provide market insights, and guide them through the hiring process. - Candidate Evaluation: Screen candidates for cultural fit, sales aptitude, and technical insurance knowledge. Coordinate and help administer structured group interviews with agency owners. - Process Optimization: Work within and help improve our recruiting systems, documentation, and workflows. Track recruiting KPIs and placement metrics to ensure efficiency and quality. Qualifications - 2+ years of full-cycle recruiting experience, ideally in an agency setting or a high-volume corporate environment. - Experience recruiting for sales or insurance roles is a strong plus. Requirements - Organized and metrics-minded. - Comfortable communicating with business owners and holding them accountable to timelines and hiring standards. - Ability to push back professionally when necessary. - Thrives with minimal oversight; a self-starter who can manage multiple open roles across different time zones without needing daily direction. - Excited by the prospect of helping to refine and scale a new division. - Always looking for ways to make the process better. Benefits - Base Salary - Commission per successful placement - Performance Bonuses - Health Insurance - 401k with match & Roth 401k - PTO, Life Insurance, Disability Insurance

United States
Job Closed

Build & Lead a Recruiting Division Serving Insurance Agency Clients trainwell is a national training company serving high-performing insurance agencies. We help agency owners grow revenue through sales systems, accountability, and performance training. Now, our clients are asking for something more: Help hiring. We are launching a recruiting division exclusively for insurance agencies — and we’re looking for the person who will build it. This is not an internal HR role. You will not be recruiting for Trainwell. You will recruit on behalf of insurance agency clients across the country. Agencies are already waiting for this service. This is an opportunity to build and eventually lead a recruiting division inside an established brand. What You’ll Do (Phase 1 – Builder) You will: - Run full-cycle recruiting for insurance agency clients (sales producers, service team members, office managers, etc.) - Source, screen, and qualify candidates - Present top candidates to agency owners - Help coordinate and administer structured group interviews - Set clear hiring expectations with agency clients - Track recruiting KPIs and placement metrics - Build recruiting systems, documentation, and repeatable workflows - Improve job ads and positioning for agency roles This is client-facing recruiting. You will operate as the recruiting partner to insurance agency owners. What This Role Becomes As the recruiting division grows, you will: - Hire and manage additional recruiters - Oversee placement quality and performance tracking - Build internal systems and reporting dashboards - Standardize hiring frameworks for agency clients - Potentially participate in profit share - Potentially receive equity if the recruiting division becomes a standalone entity You are not stepping into a finished system. You are helping build it. Who This Is For You are: - An experienced recruiter (agency or high-volume preferred) - Comfortable recruiting for external clients - Organized and process-driven - Steady and consistent in execution - Comfortable operating autonomously - Confident holding clients accountable to expectations - Interested in building something long-term You understand that recruiting is both relationship-driven and metrics-driven. Who This Is Not For - Corporate HR professionals looking for internal hiring roles - Recruiters who require heavy oversight - Candidates who want a high fixed salary without performance upside - Individuals uncomfortable building processes from scratch Compensation - Base salary: $80,000 – $120,000 (depending on experience) - Commission per successful placement - Performance bonuses - Profit share as the division scales - Potential equity in a future standalone recruiting entity Compensation is structured for growth and aligned with division performance. Location Remote (U.S.-based preferred) To Apply Submit: - Resume - Short written outline of how you would approach building this recruiting division in your first 90 days - Example of a difficult role you successfully filled and how you sourced the candidate

Iowa
Job Closed

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