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Independent Contractor Insurance Jobs in Massachusetts

Promoted2

Remote Insurance Agent

Boston, MA · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... Background in remote or independent contracting roles * Leadership or team-building experience ...

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Field Inspector 1099 Contractor

Boston, MA · On-site

Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates 7-days a week, providing you the opportunity to be flexible ...

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Field Inspector 1099 Contractor

Worcester, MA · On-site

Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates 7-days a week, providing you the opportunity to be flexible ...

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All JobsIndependent Contractor Insurance JobsIndependent Contractor Insurance Jobs in Massachusetts

Independent Contractor Insurance information

See Massachusetts salary details

$430

$1.2K

$2.3K

How much do independent contractor insurance jobs pay per week?

As of Aug 14, 2026, the average weekly pay for independent contractor insurance in Massachusetts is $1,189.69, according to ZipRecruiter salary data. Most workers in this role earn between $788.46 and $1,323.08 per week, depending on experience, location, and employer.

What skills and qualifications are needed for independent contractor insurance?

To excel as an Independent Contractor Insurance professional, you need a thorough understanding of insurance products, industry regulations, and self-employment management, often backed by appropriate state licensure or credentials. Familiarity with CRM platforms, e-signature tools, and quoting software is vital for managing client accounts and processing insurance applications efficiently. Strong communication, organizational skills, and an entrepreneurial mindset set top performers apart in this field. These abilities help build trust with clients, secure new business, and sustain a successful independent practice.

What is an independent contractor insurance?

An Independent Contractor Insurance job involves helping self-employed individuals or freelancers secure the right insurance coverage to protect their businesses. This can include general liability, professional liability, workers' compensation, and other policies tailored to their specific industry. Insurance professionals in this role assess risks, recommend policies, and guide clients through the coverage selection process. They may work independently or for an insurance agency, ensuring contractors have the financial protection needed to operate safely and legally.

What are common challenges faced by independent contractor insurance professionals?

Independent Contractor Insurance professionals often face challenges such as sourcing their own clients, managing unpredictable income streams, and staying updated on constantly changing insurance regulations. They typically balance multiple client accounts and must be proactive in networking and marketing their services to build a steady book of business. Working independently also requires self-motivation and discipline, as success is largely determined by the effort you put into client outreach and relationship management. However, the role offers flexibility and the potential for significant earnings growth as you establish a strong client base.

What are the most commonly searched types of Insurance jobs in Massachusetts?

The most popular types of Insurance jobs in Massachusetts are:

What are popular job titles related to Independent Contractor Insurance jobs in Massachusetts?

For Independent Contractor Insurance jobs in Massachusetts, the most frequently searched job titles are:

What job categories do people searching Independent Contractor Insurance jobs in Massachusetts look for?

The top searched job categories for Independent Contractor Insurance jobs in Massachusetts are:

What cities in Massachusetts are hiring for Independent Contractor Insurance jobs?

Cities in Massachusetts with the most Independent Contractor Insurance job openings:

Independent Contractor Insurance jobs near you
Infographic showing various Independent Contractor Insurance job openings in Massachusetts as of August 2026, with employment types broken down into 1% As Needed, 77% Full Time, 18% Part Time, and 4% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $61,864 per year, or $29.7 per hour.

OWNER-OPERATOR DRIVERS - ALL TRAILER TYPES (1099 Independent Contractor)

American Logistics Authority

Boston, MA • On-site

Full-time

Re-posted 7 days ago

Job description

OWNER-OPERATOR DRIVERS - ALL TRAILER TYPES (1099 Independent Contractor)
Now Contracting Owner-Operators Nationwide
We are actively contracting motivated Owner-Operator drivers with their own authority to run consistent freight across multiple trailer types. Our dispatch team brings 30+ years of real-world transportation and logistics experience across local, regional, and over-the-road operations.
Trailer Types We Dispatch:
  • Dry Van
  • Reefer
  • Flatbed
  • Step Deck
  • RGN / Lowboy
  • Car Haul
  • Oilfield & Specialized
  • Marine & Heavy Haul

Requirements:
  • Active MC Authority (preferred)
  • Valid insurance
  • CDL-A
  • Owner-operated truck
  • Ready to run and communicate professionally

If you do not yet have your own MC Authority, you may still apply for placement with approved carrier partners.
Compensation:
  • Pay is based on trailer type and freight lane
  • Weekly settlements
  • Trailer options available for qualified drivers

What We Provide:
  • Dedicated, experienced dispatch support
  • Consistent load sourcing
  • Rate negotiation and market guidance
  • Compliance coordination
  • Two-dispatcher team support

This is a long-term independent contractor opportunity for Owner-Operators seeking professional dispatch representation and consistent freight.
Apply today to schedule a direct qualification call.
Serious professionals only.

Apply