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Freelance Insurance Sales Trainer Jobs (NOW HIRING)

Sales Trainer

Madison, WI ยท On-site

$80K - $150K/yr

Vision insurance Sales Trainer Storm Guard Roofing & Construction - Madison, WI Develop People. Drive Performance. Build a Winning Sales Team. Storm Guard Roofing & Construction is seeking a high ...

Sales Trainer

Madison, WI ยท On-site

$80K - $150K/yr

Vision insurance Sales Trainer Storm Guard Roofing & Construction - Madison, WI Develop People. Drive Performance. Build a Winning Sales Team. Storm Guard Roofing & Construction is seeking a high ...

Sales Trainer

Waco, TX ยท On-site

$85K - $100K/yr

Candidates must have or be willing to get an insurance license About Company We are an independent insurance agency looking for team players, who have an entrepreneurial passion, and a strong ...

Sales Trainer

Hopkinsville, KY ยท On-site

$85K - $100K/yr

Candidates must have or be willing to get an insurance license About Company We are an independent insurance agency looking for team players, who have an entrepreneurial passion, and a strong ...

Sales Trainer

Mcalester, OK ยท On-site

$85K - $100K/yr

Candidates must have or be willing to get an insurance license About Company We are an independent insurance agency looking for team players, who have an entrepreneurial passion, and a strong ...

Sales Trainer

Lees Summit, MO ยท On-site

$85K - $100K/yr

Candidates must have or be willing to get an insurance license About Company We are an independent insurance agency looking for team players, who have an entrepreneurial passion, and a strong ...

Sales Trainer

Minneapolis, MN ยท On-site

$100K - $165K/yr

The Sales Trainer will be responsible for creating and implementing training, onboarding, and ... We offer competitive insurance benefits starting on day one: medical, dental, vision, life, short ...

Industry-best compensation packages | Competitive health, dental, and vision insurance | 401k with ... The Sales Trainer is responsible for supporting all aspects of recruiting, onboarding, training ...

Sales Trainer

Round Rock, TX ยท On-site

$85K - $100K/yr

Candidates must have or be willing to get an insurance license About Company We are an independent insurance agency looking for team players, who have an entrepreneurial passion, and a strong ...

New

Sales Trainer

Hermann, MO ยท On-site

$85K - $100K/yr

Candidates must have or be willing to get an insurance license About Company We are an independent insurance agency looking for team players, who have an entrepreneurial passion, and a strong ...

Sales Trainer

Quincy, IL ยท On-site

$85K - $100K/yr

Candidates must have or be willing to get an insurance license About Company We are an independent insurance agency looking for team players, who have an entrepreneurial passion, and a strong ...

Sales Trainer

Leavenworth, KS ยท On-site

$85K - $100K/yr

Candidates must have or be willing to get an insurance license About Company We are an independent insurance agency looking for team players, who have an entrepreneurial passion, and a strong ...

The Sales Trainer will be responsible for creating and implementing training, onboarding, and ... We offer competitive insurance benefits starting on day one: medical, dental, vision, life, short ...

Sales Trainer

Ashburn, VA ยท On-site

$68K - $94K/yr

The Sales Trainer is responsible for designing and delivering high-impact sales training that ... Excellent Health, Dental & Vision Insurance * Retirement 401(k) Savings Plan * Generous paid time ...

Position Summary The sales trainer is responsible for creating and delivering learning experiences ... Comprehensive medical insurance, dental insurance, and vision insurance; life and disability ...

Sales Trainer

Hot Springs, AR ยท On-site

$85K - $100K/yr

Candidates must have or be willing to get an insurance license About Company We are an independent insurance agency looking for team players, who have an entrepreneurial passion, and a strong ...

Showing results 21-40

Freelance Insurance Sales Trainer information

See salary details

$23.5K

$68.6K

$123.5K

How much do freelance insurance sales trainer jobs pay per year?

As of Aug 9, 2026, the average yearly pay for freelance insurance sales trainer in the United States is $68,607.00, according to ZipRecruiter salary data. Most workers in this role earn between $50,000.00 and $80,000.00 per year, depending on experience, location, and employer.

What is a freelance insurance sales trainer?

A Freelance Insurance Sales Trainer is a professional who provides training and coaching to insurance sales teams or individuals on a contract or independent basis. They design and deliver programs to improve sales techniques, product knowledge, compliance, and customer service skills within the insurance industry. Unlike full-time trainers employed by one company, freelance trainers typically work with multiple clients and may specialize in specific types of insurance or training methods. Their goal is to help agents and brokers achieve better sales results and stay up-to-date with industry trends.

What are the key skills and qualifications needed to thrive as a freelance insurance sales trainer?

To thrive as a Freelance Insurance Sales Trainer, you need in-depth insurance industry knowledge, proven sales expertise, and experience in adult education or training, often supported by relevant certifications such as Certified Insurance Counselor (CIC) or Certified Professional in Learning and Performance (CPLP). Familiarity with learning management systems (LMS), virtual training platforms, and presentation software is typically required. Outstanding communication, adaptability, and motivational skills help you engage diverse learners and tailor content effectively. These capabilities are vital for equipping insurance sales teams with the practical skills and confidence needed to succeed in a competitive market.

Can I do insurance sales as a side hustle?

As a freelance insurance sales trainer, you can pursue insurance sales as a side hustle if you have the necessary licenses and certifications. Many agents work part-time to supplement their income, often leveraging skills in sales, communication, and product knowledge. However, compliance with licensing requirements and company policies is essential when working outside full-time employment.

How does a freelance insurance sales trainer typically structure their training sessions to address diverse learning needs within an agency?

Freelance Insurance Sales Trainers often tailor their sessions by combining interactive workshops, role-playing scenarios, and practical case studies to accommodate various learning styles within an agency. They usually begin with an assessment of the team's experience levels and specific goals, then adapt content to ensure both new and experienced agents find value. Trainers frequently incorporate real-life examples and encourage group discussions to foster engagement and retention. This flexible approach helps address the unique challenges and regulatory requirements faced by different agencies.

What is the difference between Freelance Insurance Sales Trainer vs Insurance Sales Representative?

AspectFreelance Insurance Sales TrainerInsurance Sales Representative
CredentialsIndustry certifications, sales training experienceInsurance licenses, sales experience
Work EnvironmentSelf-employed, remote or client sitesEmployer offices, retail locations, or remote
Employer & Industry UsageContract basis, training firms, insurance companiesInsurance agencies, brokerages, direct sales
Search & Comparison IntentTraining, coaching, freelance opportunitiesSales jobs, insurance careers

While both roles involve insurance sales, a Freelance Insurance Sales Trainer focuses on educating and training others in sales techniques, often working independently or with training firms. An Insurance Sales Representative actively sells insurance policies directly to clients, typically employed by an insurance company or agency. The key difference lies in their primary responsibilities: training versus direct sales.

More about Freelance Insurance Sales Trainer jobs
What cities are hiring for Freelance Insurance Sales Trainer jobs? Cities with the most Freelance Insurance Sales Trainer job openings:
What are the most commonly searched types of Insurance Sales Trainer jobs? The most popular types of Insurance Sales Trainer jobs are:
What states have the most Freelance Insurance Sales Trainer jobs? States with the most job openings for Freelance Insurance Sales Trainer jobs include:
What job categories do people searching Freelance Insurance Sales Trainer jobs look for? The top searched job categories for Freelance Insurance Sales Trainer jobs are:
Infographic showing various Freelance Insurance Sales Trainer job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $68,607 per year, or $33 per hour.

Ca-San Diego Insurance Sales Trainer

AMERICAN SENIOR BENEFITS LLC

San Diego, CA โ€ข On-site

$60K - $100K/yr

Full-time

Re-posted 22 days ago


Job description

Overview
Description:
Are you an experienced insurance professional passionate about sharing your knowledge and mentoring others? Safeguard Legacy Group, powered by American Senior Benefits (ASB) is seeking an Insurance Sales Trainer to lead and inspire our team of partners. With access to over 220 carriers and a commitment to unmatched support, ASB empowers you to guide others toward success while building your own legacy.
What Sets ASB Apart?
  • Ownership of Overrides: As a trainer, you'll own overrides on all in-force policies from the agents you mentor-paid out regardless of whether the writing agent remains with ASB.
  • Comprehensive Support: Access to 220 carriers ensures you can offer the best solutions to clients and minimize chargebacks.
  • Build Your Legacy: Enjoy ownership of your renewals, overrides, and client list, securing your long-term financial growth.
  • Endorsed Partnerships: Work with organizations like the American Legion, AMVETS, and the Elks to grow your network and impact.

Responsibilities
Responsibilities:
  • Train and mentor insurance partners, equipping them with the tools and strategies to excel in their careers.
  • Foster a supportive, growth-focused environment that empowers team members to succeed.
  • Develop and deliver sales strategies and product training to optimize performance.

Qualifications
Qualifications:
  • Proven experience in insurance sales and training.
  • Strong leadership and communication skills.
  • Commitment to team development and personal growth.
  • Passion for helping others build a successful, sustainable career.

Benefits:
  • Competitive compensation, including ownership of overrides on in-force policies.

Compensation
USD $60,000.00 - USD $100,000.00 /Yr.