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Weekend Life Insurance Jobs in Massachusetts (NOW HIRING)

... as Life Insurance Agents. This isn't a cookie-cutter job-it's a career built for people who want flexibility, purpose, and real earning potential. You'll have the freedom to work from anywhere, ...

New

You control your schedule - mornings, evenings, weekends, you decide * 100% remote - serve clients ... Present life insurance and protection solutions tailored to each family's situation * Follow our ...

Remote Insurance Agent

Boston, MA · Remote

$60K - $110K/yr

About the Company We're a national financial services organization helping families achieve long-term financial freedom through life insurance and investment protection. Built on integrity ...

Weekend Caregiver

Attleboro, MA · On-site

$16 - $18/hr

Have you been caring for others most of your life and looking for something extra on the Weekends ... Home and Auto Insurance Discounts * Professional support team, available 24/7 Job Duties:

Life Coach

Springfield, MA · On-site

$20 - $21.25/hr

Occasional evening or weekend hours may be required to accommodate participant needs or scheduled ... Health Insurance * Dental Insurance * Vision Insurance * Generous paid time off * Holiday Pay

Occasional evening or weekend hours may be required to accommodate participant needs or scheduled ... Health Insurance * Dental Insurance * Vision Insurance * Generous paid time off * Holiday Pay

Weekend Cook

Westborough, MA · On-site

$22 - $24.60/hr

... life insurance, health insurance, dental insurance, a 401(k) plan and more. If you're looking for a career that's transformative for you and those you serve, then you've come to the right place. You ...

Showing results 21-40

Weekend Life Insurance information

What is the difference between Weekend Life Insurance vs Weekend Insurance Agent?

AspectWeekend Life InsuranceWeekend Insurance Agent
CredentialsLicenses in life insurance, certifications in sales and customer serviceLicenses in property and casualty insurance, certifications in sales and customer service
Work EnvironmentOffice, client meetings, insurance agenciesOffice, client meetings, insurance agencies
Industry UsagePrimarily in life insurance sectorPrimarily in property and casualty insurance sector
Common Search/ComparisonYesYes

Weekend Life Insurance professionals focus on selling and managing life insurance policies, requiring specific licenses and certifications. Weekend Insurance Agents typically handle property and casualty policies. Both roles often work in similar environments and are compared by job seekers exploring insurance sales roles on weekends.

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

The most popular types of Life Insurance jobs in Massachusetts are:

What cities in Massachusetts are hiring for Weekend Life Insurance jobs?

Cities in Massachusetts with the most Weekend Life Insurance job openings:

Life Insurance Sales Agent - Fully Remote

True North Recruiters

Boston, MA • Remote

$50K - $100K/yr

Full-time, Part-time, Contractor

Posted 28 days ago


Job description

Life Insurance Sales Agent — 100% Commission, Uncapped Income, Fully Remote

Job Type: Full-time, commission-only (1099)
Location: Remote (U.S.-based, work from anywhere)
Compensation: Commission only · No income cap

The Opportunity

We're looking for motivated, self-driven individuals to join our growing team of licensed life insurance agents. This is a true entrepreneurial role — you control your schedule, your income, and your ceiling. There are no quotas to chase and no commission caps to hit. The harder and smarter you work, the more you earn.

Whether you're an experienced producer looking for a better split or someone hungry to break into the industry, you'll get the training, lead support, and carrier access you need to build a book of business that pays you for years.

No license yet? No problem. If you're not currently licensed, we'll connect you with an exceptional pre-licensing program at a discounted rate, so you can get licensed and start earning quickly.

What You'll Do

  • Connect with individuals and families to understand their financial protection needs.
  • Present and sell term, whole, and universal life insurance products from top-rated carriers.
  • Manage your own pipeline, schedule, and client follow-up.
  • Stay current on products, underwriting guidelines, and industry best practices.
  • Optional: Recruit, mentor, and lead a team of your own agents and earn overrides on their production.

Why Join Us

  • Taubman Financial Management — Taubman Financial Management is a leader in providing clients with cradle to grave financial planning as well as strong coaching and mentoring for people looking to change their lives while serving others. With over 30 years’ experience in the financial services field, we have the tools and the knowledge to help you reach goals you set for your family and yourselves.
  • Uncapped commission — first-year commissions plus renewals and residuals that compound over time.
  • Fully remote — sell nationwide from your home office; no commute, no territory restrictions.
  • Flexible schedule — part-time or full-time, your call.
  • Build a team — leadership and override opportunities for agents who want to scale beyond personal production. Note: building a team is not necessary if you want to remain a solo producer. Either path is absolutely fine with us!
  • Carrier access — contracted with multiple A-rated carriers so you can fit the right product to the right client.
  • Training & support — product training, sales systems, and mentorship for new and experienced agents alike.
  • License support — discounted pre-licensing program for candidates who need to get licensed before going live.

Income Potential

Agents who fully engage with the system consistently reach six-figure incomes after their first year in the business. Your results depend on your effort, activity, and follow-through — there's no cap on what you can earn, and renewals keep paying you long after the initial sale.

Earning examples are not guaranteed. Individual results vary based on effort, market, and persistence.

What We're Looking For

  • Self-motivated, coachable, and comfortable with commission-based income.
  • Strong communication skills and genuine care for client outcomes.
  • Active life insurance license or willingness to obtain one — we'll help you access a discounted, high-quality pre-licensing program to get started.
  • Reliable internet, a quiet workspace, and the discipline to work independently.
  • Sales experience is a plus but not required; character and drive matter more.

Compensation Details

  • Commission-only, independent contractor (1099).
  • First-year commissions, renewals, and residual income on persisting policies. Note: this varies by products sold.
  • Override and bonus structure for team leaders.
  • No base salary or draw — your effort directly determines your earnings.

How to Apply

Click the link and you will be taken to a portal where you will be directed through the application process.

Equal opportunity. We welcome applicants from all backgrounds and experience levels. Independent contractor role — no employment benefits are provided.