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Remote Group Insurance Sales Jobs in Iowa (NOW HIRING)

Insurance Sales Coach

Tiffin, IA · Remote

$180K - $220K/yr

The Role As a Trainwell Coach, you'll work 1-on-1 and in group settings with insurance agents and ... Fully remote work from anywhere * Direct access to Trainwell's IP, frameworks, and proprietary ...

Insurance Sales Coach

Tiffin, IA · On-site +1

$180K - $220K/yr

The Role As a Trainwell Coach, you'll work 1-on-1 and in group settings with insurance agents and ... Fully remote - work from anywhere * Direct access to Trainwell's IP, frameworks, and proprietary ...

Insurance Sales Coach

Tiffin, IA · Remote

$180K - $220K/yr

The Role As a Trainwell Coach, you'll work 1-on-1 and in group settings with insurance agents and ... Fully remote work from anywhere * Direct access to Trainwell's IP, frameworks, and proprietary ...

Insurance Sales Agent

Nevada, IA · Remote

$50 - $60/hr

Join to apply for the Insurance Sales Agent role at DataAnnotation . We are looking for an ... Benefits This is a full-time or part-time REMOTE position You'll be able to choose which projects ...

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Remote Group Insurance Sales information

What are the key skills and qualifications needed to thrive as a Remote Group Insurance Sales professional, and why are they important?

To thrive as a Remote Group Insurance Sales professional, you need strong sales acumen, a solid understanding of insurance products, and typically a valid insurance license. Proficiency with CRM software, virtual communication platforms, and quoting systems is essential for managing leads and client interactions remotely. Excellent communication, self-motivation, and relationship-building skills help you stand out in a competitive market. These skills and qualities are crucial for effectively reaching clients, closing deals, and maintaining long-term business relationships from a remote setting.

How does a remote group insurance sales professional typically collaborate with underwriters and client services teams?

As a remote group insurance sales professional, you’ll regularly collaborate with underwriters to assess risk, develop customized proposals, and ensure coverage aligns with client needs. You’ll also coordinate with client services teams to address policy changes, manage renewals, and resolve customer inquiries. Effective communication through virtual meetings and digital collaboration tools is key, as these partnerships are essential for delivering seamless service and closing sales. Building strong internal relationships helps streamline processes and enhances the client experience.

What is a Remote Group Insurance Sales job?

A Remote Group Insurance Sales job involves selling group insurance policies—such as health, life, or disability insurance—to organizations and businesses while working from a remote location. Professionals in this role identify prospective clients, explain plan options, and assist companies in selecting coverage that best fits their employees’ needs. The job typically includes tasks like virtual meetings, digital presentations, and ongoing client support, all managed from a home office or other remote setting. Strong communication skills, sales experience, and knowledge of insurance products are essential for success in this career.

What is the difference between Remote Group Insurance Sales vs Remote Insurance Agent?

AspectRemote Group Insurance SalesRemote Insurance Agent
CredentialsLicenses in health/life insurance, sales experienceLicenses in health/life insurance, sales experience
Work EnvironmentPrimarily remote, focused on B2B salesPrimarily remote, B2C and B2B sales
Employer & IndustryInsurance companies, brokers, agenciesInsurance companies, brokers, agencies
Search & Comparison IntentUnderstanding B2B sales roles in insuranceUnderstanding B2C and B2B insurance sales roles

Remote Group Insurance Sales focuses on selling group insurance plans to organizations, often involving B2B interactions. Remote Insurance Agents typically sell individual policies directly to consumers. While both roles require insurance licenses and sales skills, their target clients and sales approaches differ, making the comparison useful for job seekers exploring different insurance sales careers.

What are the most commonly searched types of Group Insurance Sales jobs in Iowa? The most popular types of Group Insurance Sales jobs in Iowa are:
What job categories do people searching Remote Group Insurance Sales jobs in Iowa look for? The top searched job categories for Remote Group Insurance Sales jobs in Iowa are:
What cities in Iowa are hiring for Remote Group Insurance Sales jobs? Cities in Iowa with the most Remote Group Insurance Sales job openings:

Insurance Sales Coach

trainwell

Tiffin, IA • Remote

$180K - $220K/yr

Full-time

Medical, Life, Retirement, PTO

Posted 29 days ago


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