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

AMBA

Inside Sales Insurance Specialist

Troy, NY · 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

Troy, NY · 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

Troy, NY · 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 ...

Talkiatry

Psychiatrist (Remote)

Pittsfield, MA · Remote

$325K - $375K/yr

Minimal administrative burden in a fully remote, outpatient model What your day-to-day practice ... Employer-paid health, dental, and vision insurance (up to 100% of premiums) * Malpractice coverage ...

Talkiatry

Psychiatrist (Remote)

Albany, NY · Remote

$325K - $375K/yr

Minimal administrative burden in a fully remote, outpatient model What your day-to-day practice ... Employer-paid health, dental, and vision insurance (up to 100% of premiums) * Malpractice coverage ...

Talkiatry

Psychiatrist (Remote)

Troy, NY · Remote

$325K - $375K/yr

Minimal administrative burden in a fully remote, outpatient model What your day-to-day practice ... Employer-paid health, dental, and vision insurance (up to 100% of premiums) * Malpractice coverage ...

Goldberg Segalla LLP

Attorney

Albany, NY · On-site +1

$250K/yr

This position offers the potential for a remote arrangement. THE QUALIFICATIONS The ideal candidate ... Our benefits package includes, but is not limited to, health insurance, dental insurance, life ...

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Showing results 1-20

All JobsHealth Insurance JobsRemote Health Insurance JobsRemote Health Insurance Jobs in Pittsfield, MA

Remote Health Insurance information

See Pittsfield, MA salary details

$69.8K

$91.6K

$116.1K

How much do remote health insurance jobs pay per year?

As of Aug 7, 2026, the average yearly pay for remote health insurance in Pittsfield, MA is $91,649.00, according to ZipRecruiter salary data. Most workers in this role earn between $82,600.00 and $94,900.00 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 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 health insurance jobs?

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.

More about Remote Health Insurance jobs
What are the most commonly searched types of Health Insurance jobs in Pittsfield, MA? The most popular types of Health Insurance jobs in Pittsfield, MA are:
What job categories do people searching Remote Health Insurance jobs in Pittsfield, MA look for? The top searched job categories for Remote Health Insurance jobs in Pittsfield, MA are:
What cities near Pittsfield, MA are hiring for Remote Health Insurance jobs? Cities near Pittsfield, MA with the most Remote Health Insurance job openings:
Remote Health Insurance jobs near you
Infographic showing various Remote Health Insurance job openings in Pittsfield, MA as of August 2026, with employment types broken down into 1% As Needed, 75% Full Time, 20% Part Time, and 4% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $91,649 per year, or $44.1 per hour.

Inside Sales Insurance Specialist

AMBA

Troy, NY • Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 24 days ago

Job description

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 a high-volume outbound calling role in a structured inside sales environment. Successful candidates are comfortable spending the majority of their workday actively dialing, following up, and converting member conversations into enrollments.
 
While leads are provided, this is not an inbound or appointment-setting role. Consistent outbound activity is the primary driver of success in this position.
 
About AMBA
AMBA partners with public employee, alumni, and professional occupation associations nationwide to deliver Life and Supplemental Health insurance benefits to their members. We work with some of the most significant retired public employee associations in the country, supporting millions of members across all 50 states.
 
As an Inside Sales Insurance Specialist, you will engage existing members and policyholders to educate them on benefit options and enroll them in coverage that meets their needs.
 
What You Will Do
  • Make 150 or more outbound calls per day using company-provided lead lists
  • Spend the majority of your workday actively dialing, speaking with members, and following up
  • Deliver scripted and consultative sales presentations over the phone
  • Educate members on supplemental Life and Health insurance products and complete enrollments
  • Manage inbound calls as volume allows, with outbound calling remaining the primary responsibility
  • Accurately document all activity in Salesforce and manage a personal sales pipeline
  • Meet daily activity expectations and monthly performance goals
  • Provide a professional, compliant, and member-focused experience on every call
Work Environment
This role operates in a structured, metrics-driven call center environment with clear daily expectations for outbound call volume, talk time, conversions, and documentation accuracy. Success requires consistency, resilience, and comfort with repetition.
 
This Role Is a Strong Fit If You
  • Have experience in a high-volume outbound sales or call center role
  • Are comfortable making frequent outbound calls throughout the day
  • Understand that leads support the work, but dialing drives results
  • Are motivated by structure, accountability, and measurable goals
  • Can handle phone-based rejection while maintaining professionalism
  • Are seeking a stable W2 role with performance-based earning potential
This Role May Not Be a Fit If You
  • Prefer inbound-only or appointment-based sales roles
  • Are uncomfortable with frequent dialing or high daily call expectations
  • Need a highly flexible or unstructured workday
  • Are looking for an account management or relationship-only role
What You Bring
  • Active Life and Health insurance license preferred. Candidates without an active license must be willing and able to obtain licensure within a defined onboarding timeframe.
  • Two or more years of insurance sales or high-volume call center experience preferred
  • Strong communication, listening, and objection-handling skills
  • Comfort working in a fast-paced, goal-driven environment
  • Technical proficiency with CRM tools. Salesforce experience is a plus
  • Reliability, resilience, and a consistent work ethic
Compensation and Benefits
  • Hourly base pay plus monthly performance bonuses
  • Typical first-year earnings range from $50,000 to $60,000
  • Top performers earn $100,000 or more
  • Comprehensive benefits package including medical, dental, vision, life, and long-term disability coverage
  • 401(k) with company match
  • Paid time off and paid holidays
  • Career development, coaching, and internal advancement opportunities
Apply Today
If you are licensed, comfortable with high-volume outbound calling, and ready to build a stable inside sales career with strong earning potential, we invite you to apply today. 
 
AMBA is proud to be an Equal Opportunity Employer.