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Remote 1099 Insurance Agent Jobs in Roxbury, MA (NOW HIRING)

Remote Insurance Agent

Boston, MA · Remote

$80K - $150K/yr

Supported by proven systems, structured mentorship, and a leadership-focused culture, we are seeking motivated individuals to join our small team as Remote Insurance Agents. This role is ideal for ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Life Insurance Agent

Roslindale, MA · Remote

$50K - $100K/yr

Kimbrell Agency Remote Employment Type: Contractor Compensation $50,000 to $100,000 per year (plus ... The Problem with Most Insurance Jobs: Let's be real--most agencies are desperate to hire anyone ...

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Loyal Insurance Remote &/or Field Sales · Full-time or Part-time · Commission Looking for a career where you can make a real difference in people's lives -- on your terms? Real income in this ...

Inside Sales Insurance Specialist (P&C | Professional Liability & Cyber) Remote | Full-Time About the Role We're hiring an Inside Sales Insurance Specialist to support a 50/50 mix of inbound and ...

Inside Sales Insurance Specialist (P&C | Professional Liability & Cyber) Remote | Full-Time About the Role We're hiring an Inside Sales Insurance Specialist to support a 50/50 mix of inbound and ...

Inside Sales Insurance Specialist (P&C | Professional Liability & Cyber) Remote | Full-Time About the Role We're hiring an Inside Sales Insurance Specialist to support a 50/50 mix of inbound and ...

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Showing results 1-20

Remote 1099 Insurance Agent information

See Roxbury, MA salary details

$27.1K

$70.6K

$131.9K

How much do remote 1099 insurance agent jobs pay per year?

As of Jul 27, 2026, the average yearly pay for remote 1099 insurance agent in Roxbury, MA is $70,565.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,300.00 and $83,600.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote 1099 Insurance Agent, and why are they important?

To thrive as a Remote 1099 Insurance Agent, you need strong sales acumen, comprehensive knowledge of insurance products, and a valid state insurance license. Familiarity with CRM software, quoting systems, and digital communication tools is typically required. Excellent self-motivation, communication, and customer relationship skills help agents stand out in a remote, commission-driven environment. These abilities are crucial for effectively building a client base, meeting sales targets, and succeeding independently in a competitive market.

What is a Remote 1099 Insurance Agent?

A Remote 1099 Insurance Agent is an independent contractor who sells insurance policies from a remote location, rather than working onsite at an agency or company office. The '1099' refers to the IRS tax form used for independent contractors, meaning they are not employees but self-employed individuals responsible for their own taxes. These agents typically earn commissions on the policies they sell and have flexibility in setting their own schedules. They often work with multiple insurance companies and must handle their own marketing, client acquisition, and administrative tasks.

What is the difference between Remote 1099 Insurance Agent vs Remote 1099 Insurance Broker?

AspectRemote 1099 Insurance AgentRemote 1099 Insurance Broker
CredentialsLicenses required for specific insurance typesSame as Insurance Agent, plus ability to represent multiple carriers
Work EnvironmentIndependent, remote salesIndependent, remote sales with broader carrier access
Employer/Industry UsageOften contracted directly with insurance companies or agenciesTypically contracted with multiple carriers or as an independent broker
Search/Comparison IntentFocus on individual insurance sales rolesFocus on roles involving multiple carrier representation

While both roles operate remotely as 1099 independent contractors, a Remote 1099 Insurance Agent primarily sells policies for specific insurance companies, requiring relevant licenses. A Remote 1099 Insurance Broker, on the other hand, can represent multiple carriers, offering clients broader options. The key difference lies in carrier access and licensing scope, impacting the sales approach and client offerings.

What are some common challenges faced by Remote 1099 Insurance Agents, and how can they be addressed?

Remote 1099 Insurance Agents often face challenges such as managing their own schedule, generating leads independently, and staying motivated without direct supervision. Building a strong daily routine, leveraging digital marketing strategies, and actively participating in virtual networking or training sessions can help overcome these hurdles. Additionally, effective communication with clients and insurance carriers is crucial, so utilizing reliable technology and CRM tools is highly recommended. Proactively seeking mentorship or support from online agent communities can also provide valuable guidance and encouragement.
What job categories do people searching Remote 1099 Insurance Agent jobs in Roxbury, MA look for? The top searched job categories for Remote 1099 Insurance Agent jobs in Roxbury, MA are:
What cities near Roxbury, MA are hiring for Remote 1099 Insurance Agent jobs? Cities near Roxbury, MA with the most Remote 1099 Insurance Agent job openings:
Infographic showing various Remote 1099 Insurance Agent job openings in Roxbury, MA as of July 2026, with employment types broken down into 78% Full Time, 8% Part Time, and 14% Contract. Highlights an 92% Physical, 1% Hybrid, and 7% Remote job distribution, with an average salary of $70,565 per year, or $33.9 per hour.

Remote Insurance Agent

Camesiagency

Boston, MA • Remote

$80K - $150K/yr

Other

Medical, Dental, Vision, Life

Posted 22 days ago


Job description

The Camesi Agency is a rapidly growing, fully remote brokerage dedicated to helping families protect their financial futures. Supported by proven systems, structured mentorship, and a leadership-focused culture, we are seeking motivated individuals to join our small team as Remote Insurance Agents. This role is ideal for candidates who want to build a career in sales and leadership while working from home with a flexible schedule.

Primary Responsibilities

  • Conduct consultations with prospective clients who request information and guidance.
  • Present clear, tailored life and health insurance solutions that align with clients’ needs and goals.
  • Develop and maintain long-term client relationships, providing ongoing guidance through the purchasing process.
  • Track personal sales activity and contribute toward team performance goals.
  • Support and mentor newer team members as you advance into leadership roles.
  • Participate in regular training and leadership development to enhance skills and career growth.

Qualifications

  • Motivated, self-driven, and organized with a strong work ethic.
  • Effective verbal and written communication skills and strong interpersonal abilities.
  • Comfortable working remotely and managing a flexible schedule.
  • Sales, leadership, or customer service experience is helpful but not required.
  • Willingness to obtain a Life & Health insurance license; licensing support is provided.

What We Offer

  • 100% remote work with a flexible schedule.
  • Uncapped commission structure and performance-based bonuses.
  • Comprehensive training, structured mentorship, and clear leadership advancement paths.
  • Benefits package including health, dental, vision, and life insurance, plus a referral program.
  • Small, supportive team atmosphere with proven systems to help you succeed.

Work Environment

  • Fully remote role suited to self-motivated individuals who value autonomy and growth.
  • Structured onboarding and ongoing training to accelerate performance and career progression.