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Remote Health Insurance Jobs in Springfield, MA (NOW HIRING)

Life and Health Insurance License required before start date -- or genuine willingness to obtain ... Fully remote -- work from home or anywhere in the U.S. * Flexible schedule -- full time or ...

Life and Health Insurance License required before start date -- or genuine willingness to obtain ... Fully remote -- work from home or anywhere in the U.S. * Flexible schedule -- full time or ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation : Hourly base plus performance bonuses License: Life and Health preferred Important Role Overview This is ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation : Hourly base plus performance bonuses License: Life and Health preferred Important Role Overview This is ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation : Hourly base plus performance bonuses License: Life and Health preferred Important Role Overview This is ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation : Hourly base plus performance bonuses License: Life and Health preferred Important Role Overview This is ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation : Hourly base plus performance bonuses License: Life and Health preferred Important Role Overview This is ...

Director, Internal Audit

Hartford, CT · Remote

$180K - $236K/yr

Oscar is the first health insurance company built around a full stack technology platform and a ... This is a remote position, open to candidates who reside in: Hartford, CT. You will be fully remote ...

Associate Director, Tax

Hartford, CT · Remote

$180K - $236K/yr

Oscar is the first health insurance company built around a full stack technology platform and a ... This is a remote position, open to candidates who reside in: Hartford, CT. You will be fully remote ...

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Remote Health Insurance information

See Springfield, MA salary details

$62.3K

$81.8K

$103.6K

How much do remote health insurance jobs pay per year?

As of Jul 14, 2026, the average yearly pay for remote health insurance in Springfield, MA is $81,812.00, according to ZipRecruiter salary data. Most workers in this role earn between $73,700.00 and $84,700.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Health Insurance Specialist, and why are they important?

To thrive as a Remote Health Insurance Specialist, you need a solid understanding of health insurance policies, claims processing, and regulatory compliance, often supported by a relevant degree or insurance license. Familiarity with CRM software, claims management systems, and digital communication tools is typically required. Strong attention to detail, problem-solving skills, and effective virtual communication set top performers apart. These skills ensure accurate claim handling, regulatory adherence, and excellent customer service in a remote work environment.

What are some common challenges of working in a remote health insurance role, and how can they be managed?

A common challenge in remote health insurance roles is maintaining effective communication with both clients and team members, as much of the work relies on virtual interactions. To manage this, professionals often use secure digital platforms and regularly scheduled video meetings to stay connected. Another challenge is staying updated with changing regulations and insurance policies, which requires proactive participation in ongoing training and close collaboration with compliance teams. Time management and self-motivation are also crucial, as remote work requires balancing multiple tasks independently throughout the day.

What are remote health insurance jobs?

Remote health insurance jobs are positions within the health insurance industry that can be performed from home or any location outside of a traditional office. These roles include customer service representatives, claims processors, underwriters, and sales agents, among others. Employees use digital tools to handle tasks such as assisting policyholders, processing claims, or reviewing applications. Remote health insurance jobs offer flexibility and can often be found with major insurance companies or third-party administrators. These positions typically require strong communication skills, proficiency with computers, and knowledge of healthcare regulations.

What is the difference between Remote Health Insurance vs Remote Medical Claims Processor?

AspectRemote Health InsuranceRemote Medical Claims Processor
Required CredentialsInsurance licenses, knowledge of health policiesMedical billing certifications, claims processing knowledge
Work EnvironmentHome-based, insurance companies or brokersHome-based, healthcare providers or insurance companies
Industry UsageInsurance industry, health plansHealthcare providers, insurance companies
Common Search/ComparisonRemote health insurance vs remote medical claims processor

Remote Health Insurance professionals focus on selling, managing, or advising on health insurance policies, often requiring licensing and industry knowledge. Remote Medical Claims Processors handle the review and processing of medical claims, typically needing billing certifications. Both roles are home-based and serve the healthcare and insurance sectors, but they differ in responsibilities and credentials.

What Are Remote Jobs Working in Health Insurance?

Remote health insurance jobs involve working in sales or providing customer service to policy-holders. As a work-from-home insurance agent, you sell healthcare policies to customers. You communicate with each customer by phone or internet to define their coverage needs, then help them select an insurance plan that has the benefits to meet those needs. Your duties can include assisting clients as they complete paperwork to obtain coverage and answering questions from new or existing policy-holders.

What are the most commonly searched types of Health Insurance jobs in Springfield, MA? The most popular types of Health Insurance jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Remote Health Insurance jobs? Cities near Springfield, MA with the most Remote Health Insurance job openings:
Infographic showing various Remote Health Insurance job openings in Springfield, MA as of July 2026, with employment types broken down into 84% Full Time, 5% Part Time, and 11% Contract. Highlights an 100% Remote job distribution, with an average salary of $81,812 per year, or $39.3 per hour.
Senior Accountant, Statutory and Legal Entity Reporting

Senior Accountant, Statutory and Legal Entity Reporting

Oscar Health

Hartford, CT • Remote

$82K - $108K/yr

Other

Medical, PTO

Re-posted 20 days ago


Oscar Health rating

6.9

Company rating: 6.9 out of 10

Based on 6 frontline employees who took The Breakroom Quiz

239th of 281 rated insurance


Job description

Hi, we're Oscar. We're hiring a Senior Accountant, Statutory and Legal Entity Reporting to join our Finance Ops & Accounting.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves-one that behaves like a doctor in the family.

About the role:

The Associate, Financial Reporting is responsible for execution of statutory legal entity reports. This includes the preparation of statutory financial exhibits and footnotes, analytics, audited financial statements and supplemental filings.

You will report into the Associate Director, Financial Reporting.

Work Location: This is a remote position, open to candidates who reside in: Hartford, CT. You will be fully remote; however, our approach to work may adapt over time. Future models could potentially involve a hybrid presence at the hub office associated with your metro area. #LI-Remote

Pay Transparency: The base pay for this role is: $82,717 - $108,566 per year.You are also eligible for employee benefits, participation in Oscar's unlimited vacation program and annual performance bonuses.

Responsibilities:

  • Monthly, quarterly and annual financial reporting
    • Completing the monthly, quarterly, and annual statutory (and stand-alone legal entity) reporting processes, including analytics and related financial statement disclosures.
    • Executing work related to the statutory audit efforts.
  • Work on process improvement opportunities.
  • Work with Regulatory Relations and other teams across the Organization to respond timely to regulator inquiries.
  • Compliance with all applicable laws and regulations
  • Other duties as assigned

Requirements:

  • Bachelor's degree in Accounting, Finance, or related field, or 4 years of relevant experience.
  • 3+ years of related experience on an accounting or reporting team.

Bonus points:

  • Experience in a similar position at a health insurance company.
  • Experience with US-based insurance companies.
  • Certified Public Accountant licensure (CPA).
  • Practical experience in statutory reporting.

What Oscar Health employees say

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