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Freelance Remote Health Insurance Customer Service Jobs in Rutland, VT

InsuraTec is a leading provider in financial planning and insurance services. We're looking for ... Customer Support : Offer excellent support to resolve client inquiries and concerns. * Sales ...

... service-based industries simplify operations, uncover insights, and elevate customer and member ... W2 Status, Health benefits and 401K ​You Are:​ * A natural communicator and closer​

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Freelance Remote Health Insurance Customer Service information

See Rutland, VT salary details

$9

$23

$70

How much do freelance remote health insurance customer service jobs pay per hour?

As of Jul 28, 2026, the average hourly pay for freelance remote health insurance customer service in Rutland, VT is $23.53, according to ZipRecruiter salary data. Most workers in this role earn between $19.18 and $19.18 per hour, depending on experience, location, and employer.

What is the difference between Freelance Remote Health Insurance Customer Service vs Health Insurance Claims Processor?

AspectFreelance Remote Health Insurance Customer ServiceHealth Insurance Claims Processor
CredentialsBasic health insurance knowledge, customer service skillsInsurance processing knowledge, certifications may be preferred
Work EnvironmentRemote, flexible hours, independentRemote or office-based, structured workflow
Employer & Industry UsageInsurance companies, third-party service providersInsurance companies, healthcare providers
Common Search & ComparisonCustomer support roles, remote insurance jobsInsurance claims processing, remote claims jobs

Freelance Remote Health Insurance Customer Service involves assisting clients with inquiries, policy details, and support tasks, often on a flexible schedule. In contrast, Health Insurance Claims Processors handle the review and processing of insurance claims, requiring more specialized knowledge and certifications. Both roles are remote and industry-related but differ in responsibilities and credential requirements.

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

To excel as a Freelance Remote Health Insurance Customer Service representative, you need a solid understanding of health insurance policies, customer support best practices, and preferably prior experience in the insurance or call center industry. Familiarity with CRM software, call management systems, and secure communication tools is typically required, along with HIPAA compliance knowledge. Outstanding communication, patience, and problem-solving abilities help you effectively address customer concerns and maintain client satisfaction. These skills ensure accurate information delivery, regulatory adherence, and a positive customer experience in a competitive and highly regulated field.

What are some common challenges faced by freelance remote health insurance customer service representatives, and how can they be managed?

Freelance remote health insurance customer service representatives often encounter challenges such as navigating complex policy details, handling high call volumes, and addressing sensitive customer concerns without in-person support. To manage these challenges, it’s important to develop strong time management skills, become proficient with digital communication tools, and stay updated on policy changes through ongoing training. Building a personal support network of other remote professionals and maintaining open communication with supervisors can also help ensure a smooth workflow and provide guidance when complex cases arise.

What is a Freelance Remote Health Insurance Customer Service representative?

A Freelance Remote Health Insurance Customer Service representative is an independent contractor who provides customer support services for health insurance companies or agencies from a remote location, usually their home. Their main responsibilities include answering policyholder questions, assisting with claims or billing issues, explaining coverage options, and resolving customer concerns via phone, email, or online chat. Unlike full-time employees, freelancers work on a contract basis and may serve multiple clients, offering flexibility in their work schedule and location.
What are popular job titles related to Freelance Remote Health Insurance Customer Service jobs in Rutland, VT? For Freelance Remote Health Insurance Customer Service jobs in Rutland, VT, the most frequently searched job titles are:
What job categories do people searching Freelance Remote Health Insurance Customer Service jobs in Rutland, VT look for? The top searched job categories for Freelance Remote Health Insurance Customer Service jobs in Rutland, VT are:
What cities near Rutland, VT are hiring for Freelance Remote Health Insurance Customer Service jobs? Cities near Rutland, VT with the most Freelance Remote Health Insurance Customer Service job openings:
Infographic showing various Freelance Remote Health Insurance Customer Service job openings in Rutland, VT as of July 2026, with employment types broken down into 77% Full Time, 21% Part Time, and 2% Contract. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution, with an average salary of $48,934 per year, or $23.5 per hour.
Insurance Agent (Base salary + Uncapped commissions)

Insurance Agent (Base salary + Uncapped commissions)

Comparion Insurance Agency

Rutland, VT • On-site, Remote

Full-time

Medical, Retirement, PTO

Posted 10 days ago


Job description

Description

Comparion Insurance Agency is hiring self-motivated, relationship-driven professionals for a rewarding outside sales career. This role offers autonomy and flexibility to build your career, grow your earnings, and make a meaningful impact by helping protect individuals and families with auto, home, life, and specialty insurance.

Backed by a Fortune 100 company, you'll receive hands-on training, resources, and team support to help you succeed - no prior insurance experience required.

Description

What you'll do:

  • Sell auto, home, life, and related insurance products using a consultative, needs-based approach.
  • Build and maintain a book of business through referrals, networking, and community engagement as part of your outside sales efforts.
  • Identify prospective customers using established lead methodologies and relationship-driven outreach.
  • Accurately document customer interactions and handle sensitive information with integrity and confidentiality.
  • Use insurance sales technology, relationship management tools, and multi-carrier platforms to deliver tailored insurance solutions.
  • Participate in training, coaching, and performance incentives to continuously improve sales results.

What We Offer:

  • Unlimited commission and renewal income - potential for earnings growth over time.
  • Full-time employment with benefits from day one, including health insurance, generous 401(k) match, and paid time off.
  • Paid training, licensing support, and ongoing development.
  • Autonomy to embrace your entrepreneurial spirit and structure your time your way.
  • Flexible work structure (hybrid office, field, and remote based on what your day requires).
  • Supportive team culture with mentorship and long-term career paths.
External Qualifications

Who We're Looking For:

Day One Skills & Traits

  • Self-motivated and accountable - you take ownership of your work and results.
  • Reliable and responsive - you follow through and do what you say you'll do.
  • Professional and trustworthy - you handle customer information with care and integrity.
  • Relationship-focused - you enjoy helping others and building long-term trust.
  • Outgoing - you're comfortable talking with people and explaining options clearly.
  • Tech savvy - you're able to learn and use technology and digital tools with ease.
  • Calm under pressure - you stay composed in a fast-paced, customer-focused environment.

Preferred Qualifications

  • Experience in customer-facing roles like retail, hospitality, service, operations, logistics, banking, account management, or sales.
  • Basic understanding of sales conversations, including handling common customer questions or objections.
  • Experience managing multiple accounts, clients, or priorities simultaneously.
  • Exposure to consultative selling, negotiation, or regulated industries.

You will be required to obtain relevant licenses upon being hired.

 

Build a career for yourself, not by yourself. Launch a rewarding insurance sales career today.

About Us

Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role.

In 2022, Comparion Insurance Agency was created to transition former Liberty Mutual exclusive agents to an agency that delivers a unique value proposition to carriers with over 2,000 agents in approximately 180 cities in 44 states. We offer customers 50 insurance companies with product breadth including auto, home, life, pet, renters, umbrella, jewelry and much more. We use our scale to deliver a first-rate customer experience through consultative insurance experts located in their communities.

Our Leadership team has over 200 years of cumulative insurance experience. At Comparion, we have a philosophy of staying close to our customers and agents, so sales leadership is located throughout the country in our larger storefronts. Comparion is owned and backed by Liberty Mutual Group, a Fortune 100 company, founded in 1912

Liberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law.  Fair Chance Notices

  • California
  • Los Angeles Incorporated
  • Los Angeles Unincorporated
  • Philadelphia
  • San Francisco
Employment Type: FULL_TIME