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Insurance Sales Weekend Jobs in Boston, MA (NOW HIRING)

AMBA

Professional Liability Insurance Agent

Boston, MA · Remote

$55K/yr

Inside Sales Insurance Specialist (P&C | Professional Liability & Cyber) Remote | Full-Time About ... Monday-Friday | 8-hour shifts | No nights or weekends Compensation & Benefits * Hourly base pay ...

AMBA

Professional Liability Insurance Agent

Boston, MA · On-site

$55K/yr

Description Position at AMBA Inside Sales Insurance Specialist (P&C Professional Liability & Cyber ... Monday-Friday 8-hour shifts No nights or weekends Compensation & Benefits * Hourly base pay plus ...

AMBA

Professional Liability Insurance Agent

Boston, MA · Remote

Inside Sales Insurance Specialist (P&C | Professional Liability & Cyber) Remote | Full-Time About ... Monday-Friday | 8-hour shifts | No nights or weekends Compensation & Benefits * Hourly base pay ...

AMBA

Professional Liability Insurance Agent

Boston, MA · Remote

$55K/yr

Inside Sales Insurance Specialist (P&C | Professional Liability & Cyber) Remote | Full-Time About ... Monday-Friday | 8-hour shifts | No nights or weekends Compensation & Benefits * Hourly base pay ...

AMBA

Professional Liability Insurance Agent

Boston, MA · On-site

$55K/yr

Description Position at AMBA Inside Sales Insurance Specialist (P&C Professional Liability & Cyber ... Monday-Friday 8-hour shifts No nights or weekends Compensation & Benefits * Hourly base pay plus ...

NoblePath Financial

Be Seen First

(REMOTE) Insurance Sales Agent - Leads & Tools Provided

Boston, MA · Remote

$70K - $105K/yr

NoblePath Financial is expanding its virtual sales division. We specialize in taking motivated ... You have a laptop, webcam, and stable Wi-Fi. * You have a Life Insurance License OR are willing to ...

New

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 income with full training and qualified leads provided - join a fast-growing national financial services ...

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All JobsInsurance Sales JobsInsurance Sales Weekend JobsInsurance Sales Weekend Jobs in Boston, MA

Insurance Sales Weekend information

See Boston, MA salary details

$32K

$100.1K

$152.6K

How much do insurance sales weekend jobs pay per year?

As of Aug 20, 2026, the average yearly pay for insurance sales weekend in Boston, MA is $100,075.00, according to ZipRecruiter salary data. Most workers in this role earn between $74,400.00 and $126,000.00 per year, depending on experience, location, and employer.

What is an insurance sales weekend job?

Insurance Sales Weekend jobs involve selling insurance policies—such as auto, health, life, or home insurance—primarily during weekends. These roles may suit individuals seeking part-time or flexible work schedules, such as students or those supplementing existing income. Weekend insurance sales agents engage with potential clients, assess their insurance needs, explain policy options, and help customers choose the best coverage. The role often includes a mix of phone, online, and in-person interactions, and may involve meeting sales targets or earning commission.

What are the key skills and qualifications needed to thrive as an insurance sales professional working weekends?

To thrive as an Insurance Sales professional on weekends, you need strong sales abilities, knowledge of insurance products, and typically a state-specific insurance license. Familiarity with CRM software, online quoting tools, and digital communication platforms is often required. Excellent interpersonal skills, self-motivation, and the ability to build trust quickly help you stand out in this customer-facing role. These skills ensure you can effectively engage clients, close sales, and maintain compliance in a competitive, time-sensitive environment.

What are some common challenges faced by insurance sales professionals working on weekends, and how can they be addressed?

Insurance sales professionals working on weekends often face challenges such as reaching decision-makers who may be unavailable or less willing to discuss policies outside regular business hours. However, weekends can also provide opportunities to connect with clients who are too busy during the week. Successful agents typically adapt by being flexible with their scheduling, offering virtual consultations, and focusing on relationship-building. Proactive communication and clear follow-ups are key strategies to overcome these challenges and maximize weekend productivity.

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

AspectInsurance Sales WeekendInsurance Agent
CertificationsOften no formal certifications required, but some knowledge of insurance products helpsRequires state licensing and certifications to sell insurance
Work EnvironmentTemporary, event-based, often part-time or seasonalFull-time or part-time, office or client-facing settings
Employer & Industry UsageUsed by insurance companies for promotional or sales eventsEmployed directly by insurance companies or agencies to sell policies
Search & Comparison IntentPeople looking for short-term sales opportunities or event-based rolesIndividuals seeking ongoing sales careers in insurance

Insurance Sales Weekend roles are typically short-term, event-based sales opportunities that may not require formal licensing, whereas Insurance Agents are licensed professionals who sell insurance policies on a regular basis. The roles differ mainly in duration, certification requirements, and employment structure, with Insurance Agents pursuing continuous careers in the industry.

Can I do insurance sales as a side hustle?

Insurance sales can often be pursued as a side hustle, as many agents work part-time or freelance to supplement their income. Success typically requires obtaining relevant licenses, such as a state insurance license, and managing flexible schedules to accommodate client appointments outside of full-time work hours.

Why do most insurance sales weekend agents quit?

Most insurance sales weekend agents quit due to the challenging nature of the job, which often involves high rejection rates, inconsistent income, and the need for strong sales skills. The part-time schedule and pressure to meet sales targets can also lead to burnout and turnover.

What are the most commonly searched types of Insurance Sales jobs in Boston, MA?

The most popular types of Insurance Sales jobs in Boston, MA are:

Insurance Sales Weekend jobs near you

Insurance Agent (Base salary + Uncapped commissions)

Comparion Insurance Agency

Burlington, MA • On-site

$47K/yr

Full-time

Medical, Retirement, PTO

This job post has expired today. Applications are no longer accepted.

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 (in-office, field work).
  • 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

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