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Remote Group Insurance Sales Jobs in Springfield, MA

Description REMOTE Medicare TeleSales SHIFT: Monday - Friday between hours of 8am - 5:30, with some ... TEKsystems is an Allegis Group company. The company is an equal opportunity employer and will ...

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Remote Group Insurance Sales information

See Springfield, MA salary details

$29.4K

$91.8K

$140K

How much do remote group insurance sales jobs pay per year?

As of Jul 14, 2026, the average yearly pay for remote group insurance sales in Springfield, MA is $91,794.00, according to ZipRecruiter salary data. Most workers in this role earn between $68,300.00 and $115,600.00 per year, depending on experience, location, and employer.

Is selling insurance a good remote job?

Selling insurance remotely is a common job that often involves client communication, sales skills, and knowledge of insurance products. It can offer flexible schedules and the ability to work from home, but success depends on self-motivation and strong interpersonal skills.

What type of insurance sales pays the most?

In insurance sales, selling high-value policies such as life, health, or commercial insurance typically offers higher commissions and earning potential. Experienced agents with strong client networks and specialized knowledge can earn significant income, especially when working on commission-based compensation structures. Remote group insurance sales can also be lucrative for those who develop expertise in corporate benefits packages.

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 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.

What is the best insurance company to work for remotely?

For remote group insurance sales roles, companies like UnitedHealth Group, Cigna, and Aetna are known for offering flexible remote work options and competitive benefits. These companies often prioritize strong communication skills, industry knowledge, and the ability to work independently in a virtual environment.

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.

How can I make $2000 a week working from home?

Remote group insurance sales representatives can earn $2000 or more weekly by building a strong client base, developing sales skills, and working efficiently within a flexible schedule. Success often depends on experience, product knowledge, and the ability to generate leads through networking and online marketing tools.
What are the most commonly searched types of Group Insurance Sales jobs in Springfield, MA? The most popular types of Group Insurance Sales jobs in Springfield, MA are:
What are popular job titles related to Remote Group Insurance Sales jobs in Springfield, MA? For Remote Group Insurance Sales jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Remote Group Insurance Sales jobs in Springfield, MA look for? The top searched job categories for Remote Group Insurance Sales jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Remote Group Insurance Sales jobs? Cities near Springfield, MA with the most Remote Group Insurance Sales job openings:
Insurance Sales Representative

Insurance Sales Representative

TEKsystems

Hartford, CT • Remote

$25/hr

Contractor

Medical, Dental, Vision, Life, Retirement, PTO

Posted 4 days ago

New


Job description

Description

REMOTE Medicare TeleSales SHIFT: Monday - Friday between hours of 8am - 5:30, with some weekends. QUALIFICATIONS: Current Health Insurance license required; NY appointment required or must be obtained within 30 days of offer and maintained as a condition of continued employment in the role. Summary: Responsible for enrolling Medicare Members telephonically into the Medicare plan and for providing superior telephonic sales service for prospective Medicare members. Educate prospective/current members on Medicare products, benefits, enrollment rules and next steps in a clear and compliant manner. Principal Accountabilities: Conduct telephonic sales presentations and enrollments in accordance with CMS requirements, state regulations and internal compliance standards. Assess customer needs, answer questions accurately and recommend appropriate plan options based on eligibility and coverage requirements. Document all member interactions, enrollment activity and follow up actions accurately in departmental systems and required platforms. Maintain current knowledge of Medicare products, benefits, promotional campaigns, scripts, systems, and policy updates. Support a positive customer experience by demonstrating professionalism, empathy, active listening and timely follow through. Collaborate with Sales, Marketing, Product Management and operational teams to identify member concerns, process issues and improvement opportunities. Meet established productivity, quality, compliance and customer service expectations. Perform other duties and special projects as directed, assigned, or required. TECHNICAL KNOWLEDGE, EXPERIENCE, SKILL REQUIREMENTS: Must have Health Insurance License, preferably in NY Medicare Advantage Plan knowledge and experience administering AHIP At least 1 year of previous industry related experience in the area of marketing, sales or client services preferred. Familiarity with operation including claim, customer service billing and enrollment preferred.


Skills

AHIP, Life & Health, Life and Health, Insurance Rep, Medicare, Medicare Advantage, Member Service, Benefit Counselor, Health Insurance, Health Insurance Sales Agent, Call center, Customer service, Customer support, Customer service oriented


Top Skills Details

AHIP,Life & Health,Life and Health,Insurance Rep,Medicare,Medicare Advantage,Member Service,Benefit Counselor,Health Insurance,Health Insurance Sales Agent


Additional Skills & Qualifications

2 – 3+ years of sales, telesales, call center or customer service experience, preferably in healthcare or Medicare (Required) Additional years of related experience may be considered in lieu of degree (Required) Working knowledge of Medicare products, CMS regulations, enrollment guidelines, compliant sales practices (Required) Strong communication skills (verbal, written, interpersonal); ability to explain complex information in a clear, customer friendly manner to all audiences (Required) Demonstrated ability to manage a high volume of calls while maintaining accuracy, professionalism and service quality (Required) Proficiency with MS Office and experience working in automated systems, CRM platforms or enrollment tools (Required) Strong organizational, time management, analytical and problem-solving skills (Required) Ability to exercise sound judgement, maintain confidentiality, and handle sensitive member information appropriate (Required) Bilingual skills, Spanish (Preferred)


Experience Level

Intermediate Level


Job Type & Location

This is a Contract position based out of Hartford, CT.

Pay and Benefits

The pay range for this position is $25.00 - $25.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following:
• Medical, dental & vision
• Critical Illness, Accident, and Hospital
• 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available
• Life Insurance (Voluntary Life & AD&D for the employee and dependents)
• Short and long-term disability
• Health Spending Account (HSA)
• Transportation benefits
• Employee Assistance Program
• Time Off/Leave (PTO, Vacation or Sick Leave)

Workplace Type

This is a fully remote position.

Application Deadline

This position is anticipated to close on Jul 17, 2026.

About TEKsystems

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems and TEKsystems Global Services

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.