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Evening Remote Health Insurance Jobs in Springfield, MA

Nexera

Entry Level Remote Insurance Sales

Hartford, CT · Remote

$1.5K - $3.2K/wk

Full licensing support -- we walk you through getting your Life and Health Insurance License (most ... Raleigh/Triangle area preferred -- fully remote, open to all U.S. locations * Able to pass a ...

AMBA

Inside Sales Insurance Specialist

Hartford, CT · Remote

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 ...

AMBA

Inside Sales Insurance Specialist

West Hartford, CT · Remote

$50K - $60K/yr

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 ...

AMBA

Inside Sales Insurance Specialist

West Hartford, CT · Remote

$50K - $60K/yr

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 ...

AMBA

Inside Sales Insurance Specialist

Hartford, CT · Remote

$50K - $60K/yr

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 ...

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Showing results 1-20

All JobsEvening Health Insurance JobsEvening Remote Health Insurance JobsEvening Remote Health Insurance Jobs in Springfield, MA

Evening Remote Health Insurance information

See Springfield, MA salary details

$62.3K

$81.8K

$103.6K

How much do evening remote health insurance jobs pay per year?

As of Aug 7, 2026, the average yearly pay for evening 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 is an evening remote health insurance job?

Evening remote health insurance jobs are positions within the health insurance industry that allow employees to work from home or another remote location during evening hours. These roles can include customer service representatives, claims processors, case managers, or sales agents. They cater to individuals who prefer or require flexible schedules outside of the traditional 9-to-5 workday and often involve assisting customers, processing insurance claims, or providing support to policyholders. Working remotely in the evening can offer better work-life balance and accommodate different time zones or personal commitments.

What are the key skills and qualifications needed to thrive as an evening remote health insurance specialist, and why are they important?

To thrive as an Evening Remote Health Insurance Specialist, you need a solid understanding of health insurance policies, claims processing, and regulatory compliance, often supported by experience in the insurance industry or related certifications. Familiarity with insurance management software, CRM systems, and secure communication platforms is typically required. Strong attention to detail, excellent communication skills, and the ability to self-motivate while working independently are essential soft skills for this remote position. These skills ensure accurate policy handling, effective customer support, and maintain client trust during non-traditional working hours.

What are some unique challenges faced when working as an evening remote health insurance representative?

Working as an evening remote health insurance representative often involves handling inquiries from clients who may need urgent assistance after standard business hours. This can mean managing higher-stress situations and working independently with less immediate support from supervisors. Additionally, maintaining clear communication with daytime team members is crucial to ensure smooth case handovers and consistent service. Adapting to varying customer needs and staying updated on changing policies can also be more challenging outside regular hours, making strong organizational and problem-solving skills essential.

What is the difference between Evening Remote Health Insurance vs Evening Remote Medical Billing Specialist?

AspectEvening Remote Health InsuranceEvening Remote Medical Billing Specialist
CredentialsHealth insurance licenses, certifications (e.g., AHIP)Medical billing certifications (e.g., CPC, CBCS)
Work EnvironmentRemote, insurance companies, customer serviceRemote, healthcare providers, billing departments
Industry UsageInsurance industry, health plansHealthcare providers, hospitals, clinics
Common Search IntentInsurance coverage, plan inquiriesBilling processes, claim submissions

While both roles are remote and involve healthcare, Evening Remote Health Insurance focuses on insurance policies and customer support, whereas Evening Remote Medical Billing Specialist handles billing and claims processing for healthcare providers. Understanding these differences helps job seekers find the right position aligned with their skills and certifications.

What are the most commonly searched types of Remote Health Insurance jobs in Springfield, MA? The most popular types of Remote Health Insurance jobs in Springfield, MA are:
What are popular job titles related to Evening Remote Health Insurance jobs in Springfield, MA? For Evening Remote Health Insurance jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Evening Remote Health Insurance jobs in Springfield, MA look for? The top searched job categories for Evening Remote Health Insurance jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Evening Remote Health Insurance jobs? Cities near Springfield, MA with the most Evening Remote Health Insurance job openings:
Evening Remote Health Insurance jobs near you
Infographic showing various Evening Remote Health Insurance job openings in Springfield, MA as of August 2026, with employment types broken down into 90% Full Time, and 10% Contract. Highlights an 100% Remote job distribution, with an average salary of $81,812 per year, or $39.3 per hour.

Senior Project Manager - Health Insurance

CVS Health

Hartford, CT • On-site, Remote

$67K - $182K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 29 days ago

CVS Health rating

5.8

Company rating: 5.8 out of 10

Based on 4,329 frontline employees who took The Breakroom Quiz

88th of 111 rated pharmacies

Job description

We're building a world of health around every individual - shaping a more connected, convenient and compassionate health experience. At CVS Health, you'll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselvesaccountable and prioritize safety and quality in everything we do. Join us and be part of something bigger - helping to simplify health care one person, one family and one community at a time.

We are seeking a highly motivated Senior Project Manager - Health Insurance to support our Stop Loss business and lead critical cross-functional initiatives from planning through implementation. This role will be responsible for driving strategic and operational projects that support a multi-million-dollar portfolio of initiatives impacting underwriting, actuarial, finance, sales, account management, marketing, and product teams. The ideal candidate takes initiative, solves complex problems, and is comfortable making decisions with limited direction. This individual will be expected to quickly learn our systems, understand business processes, and advance existing projects while identifying opportunities for continuous improvement.

This position offers a unique opportunity for someone interested in expanding their career into Product Management, with anticipated growth into product-focused responsibilities within the next 12-18 months.

Key Responsibilities
  • Lead and manage strategic and operational projects supporting the Stop Loss business from initiation through completion.
  • Partner with stakeholders across underwriting, actuarial, finance, product, sales, account management, marketing, and operations to execute business priorities.
  • Drive project plans, milestones, dependencies, risks, and deliverables to ensure successful outcomes.
  • Learn and navigate healthcare insurance systems and processes, including projects involving Aetna platforms and workflows.
  • Advance existing projects, remove roadblocks, and identify opportunities to improve processes and business results.
  • Analyze issues, evaluate options, and make sound recommendations and decisions.
  • Communicate project status, risks, and key decisions to leadership and stakeholders.
  • Adapt priorities as business needs evolve and support the ebb and flow of initiatives across the Stop Loss organization.
  • Contribute to strategic discussions and gradually assume product-oriented responsibilities as business needs evolve.

Required Qualifications

  • 7+ years of professional experience in project management, program management, or related business leadership roles.
  • Healthcare industry experience required, ideally within health insurance or employee benefits.
  • Demonstrated success leading complex, cross-functional projects with multiple stakeholders.
  • Strong problem-solving, critical thinking, and decision-making capabilities.
  • Ability to take initiative, work independently, and drive progress in ambiguous situations.
  • Excellent collaboration, relationship-building, and communication skills.
  • Growth mindset with a demonstrated ability to learn new systems, processes, and business functions.
  • Interest in growing into Product Management responsibilities over time.

Preferred Qualifications

  • Experience in Stop Loss


Education

Bachelor's degree (Required) and specialized training/relevant professional qualification and experience

This role is located either in Hartford or remote in either Eastern or Central time zones. The role does not support sponsorship at this time.

Pay Range

The typical pay range for this role is:

$67,900.00 - $182,549.00


This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company's equity award program.

Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.

Great benefits for great people

We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.

This fulltime position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial wellbeing of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.


Additional details about available benefits are provided during the application process and on Benefits Moments.

We anticipate the application window for this opening will close on: 08/31/2026

Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.

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