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Flexible Captive Insurance Agent Jobs in Springfield, MA

The Atlantic District

Elite Insurance Agent

Manchester, CT · On-site

$220K - $250K/yr

We are currently searching for an Elite Insurance Agent who genuinely loves connecting with people ... Benefits Paid Time Off (PTO)###Flexible Schedule###Health Insurance###Disability Insurance###Life ...

New

Duchin Agency

Be Seen First

Life Insurance Agent

Springfield, MA · Remote

$50K - $120K/yr

Fully remote * Flexible schedule * Uncapped commissions * Performance-based advancement ... Steve Duchin Insurance Broker National Recruiter No agent's success, earnings, or production ...

Lone Star Careers

Remote Insurance Agent

Springfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Insurance Agent

Holyoke, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Lone Star Careers

Remote Insurance Agent

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Empire State Careers

Remote Insurance Agent

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

HMG Careers

Remote Life Insurance Agent

Holyoke, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

The Atlantic District

Expansion Agent

Tolland, CT · On-site

$220K - $250K/yr

Located in the heart of Tolland, Connecticut, we are looking for a dedicated Expansion Agent to ... Benefits Paid Time Off (PTO)###Dental Insurance###Vision Insurance###Flexible Schedule###Life ...

New

The Atlantic District

Expansion Agent

Tolland, CT · On-site

Located in the heart of Tolland, Connecticut, we are looking for a dedicated Expansion Agent to ... Vision Insurance Flexible Schedule Life Insurance Health Insurance Disability Insurance Mon-Fri ...

New

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All JobsCaptive Insurance Agent JobsFlexible Captive Insurance Agent JobsFlexible Captive Insurance Agent Jobs in Springfield, MA

Flexible Captive Insurance Agent information

See Springfield, MA salary details

$24.9K

$64.8K

$121.1K

How much do flexible captive insurance agent jobs pay per year?

As of Aug 31, 2026, the average yearly pay for flexible captive insurance agent in Springfield, MA is $64,794.00, according to ZipRecruiter salary data. Most workers in this role earn between $44,300.00 and $76,700.00 per year, depending on experience, location, and employer.

What is the difference between Flexible Captive Insurance Agent vs Insurance Broker?

AspectFlexible Captive Insurance AgentInsurance Broker
CredentialsLicensing varies by state, often requires insurance agent licenseLicensed insurance agent, often with additional certifications
Work EnvironmentWorks with captive or specialized insurance products, often within a company or agencyIndependently represents multiple insurance carriers, works with clients directly
Employer & Industry UsageUsed within captive insurance arrangements or specialized marketsCommon across insurance industry, serving diverse client needs

Flexible Captive Insurance Agents focus on specialized or captive insurance products within specific companies or markets, often requiring specific licenses. Insurance Brokers, on the other hand, serve as independent intermediaries representing multiple carriers to find the best coverage for clients. While both roles require licensing, their work environments and client interactions differ significantly.

What are the most commonly searched types of Captive Insurance Agent jobs in Springfield, MA?

The most popular types of Captive Insurance Agent jobs in Springfield, MA are:

What are popular job titles related to Flexible Captive Insurance Agent jobs in Springfield, MA?

For Flexible Captive Insurance Agent jobs in Springfield, MA, the most frequently searched job titles are:

What job categories do people searching Flexible Captive Insurance Agent jobs in Springfield, MA look for?

The top searched job categories for Flexible Captive Insurance Agent jobs in Springfield, MA are:

What cities near Springfield, MA are hiring for Flexible Captive Insurance Agent jobs?

Cities near Springfield, MA with the most Flexible Captive Insurance Agent job openings:

Flexible Captive Insurance Agent jobs near you
Infographic showing various Flexible Captive Insurance Agent job openings in Springfield, MA as of August 2026, with employment types broken down into 1% As Needed, 72% Full Time, 21% Part Time, and 6% Contract. Highlights an 85% Physical, 1% Hybrid, and 14% Remote job distribution, with an average salary of $64,794 per year, or $31.2 per hour.

Insurance Agent - (Farmington, CT)

Glastonbury, CT • On-site

CNO Financial Group
Insurance Services • 5 - 10K employees

8.7

Company rating: 8.7 out of 10

Based on 8 frontline employees who took The Breakroom Quiz

72nd of 315 rated insurance

Great coworkers

People enjoy working here

Good employer

Learn more about CNO Financial Groupexternal

$40K - $65K/yr

Other

Medical, Life

Posted 3 days ago

New

Job description

Bankers Life® seeks professionals for a dynamic hybrid remote work environment. Start your insurance agent career and earn up to $5,000 in bonuses and commissions alone in the first four months. We offer award-winning training with the option for hybrid work schedule. As an Entry Level Insurance Sales Agent, you will: Schedule appointments to assess clients' financial needs Provide expert life and health insurance recommendations Deliver excellent customer service to clients Compensation: Commission and bonus-based position First-year agents typically earn $40,000 - $65,000 on average New agents can receive up to $12,000 in production-based incentives in the first year Up to $5,000 bonuses available in the first four months Experienced agents earn $100,000+ in commissions and bonuses Support for your career: Flexible work environment after completing training (4-12 weeks) Set your own hours and work onsite, in the field, or in a blended capacity Training provided by successful field leaders Pre-licensing training provided free of charge; state exam fees are the individual's responsibility Management positions with benefits available within local branches Our entry-level agents come from diverse backgrounds and do not need prior sales experience What will set you apart: You have a sales-oriented mindset and willingness to connect with clients You are passionate for building sales relationships You are goal-oriented with a focus on sales success You have excellent time management and organizational skills Bankers Life®, a subsidiary of CNO Financial, is a Fortune 500 company with a strong commitment to diversity and inclusion. We value an inclusive and belonging environment where everyone's different viewpoints bring new successes! Please visit our career site to learn more about our mission: https://careersatbankerslife.com
CNO Financial Group logo

About CNO Financial Group

Sourced by ZipRecruiter

CNO provides life and health insurance, annuities, financial services, and workforce benefits solutions through our family of brands and supported by our associates and agents. Our customers work hard to save for the future, and we help protect their health, income and retirement needs with 3.2 million policies and more than $35 billion in total assets. Our 3,400 associates, 8,600 exclusive agents and independent partner agents guide individuals, families and businesses through a lifetime of financial decisions. We are financially strong and well positioned for continued growth, and we are grounded in our core values of Diversity, Equity & Inclusion (DE&I); Integrity, Customer Focus, Excellence, and Teamwork. We have offices in more than 260 communities in the U.S., including our headquarters in Carmel, Indiana, and corporate offices in Birmingham, Chicago, Philadelphia, Orlando and Milwaukee. At CNO Financial Group, we're always looking forward-to the security and stability we help create for our insurance brands' customers, and the growth we create within our own company. We're looking for ambitious people who want to do more. We'll provide you with opportunities to grow your skills through challenging professional experiences. If you're looking for a culture that encourages development, helps you reach your potential, and rewards you for your contribution, then CNO Financial Group is right for you. For more information, visit CNOinc.com.

Industry

Insurance services

Company size

5,001 - 10,000 Employees

Headquarters location

Carmel, IN, US

Social media

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What CNO Financial Group employees say

Pay

Hours and flexibility

Workplace

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