Top 172 Insurance Jobs in Winthrop, Me

Insurance Agent (Base salary + Uncapped commissions)
Comparion Insurance Agency —Augusta, ME
- $55,000 - $60,000 a year
- Full-time
- Office
- Banking
- Entry level
- Paid training
- Health insurance
14d
Wealth Management Trainee (ME)
Bankers Life —Augusta, ME
- $50,000 - $80,000 a year
- Full-time
- Entry level
Quick Apply
Claims Analyst - REMOTE
Ryder System —Augusta, ME
- $90,000 - $100,000 a year
- Full-time
- Remote
- Bachelor's degree
- Experience equivalent to degree accepted
- Senior level
- Disability insurance
- Health insurance
11d
Claims Management Specialist
Maine Public Employees Retirement System —Augusta, ME
- $67,787 a year
- Full-time
- Background check
- Customer service
- Mid-level
- Paid holidays
- Health insurance
Quick Apply
Auto Damage Claims Adjuster
Progressive —Augusta, ME
- $66,800 - $81,600 a year
- Inventory management
- Mid-level
- Office
- Health savings account
- Disability insurance
Marketing Engagement Partner - Remote
CSAA Insurance Services, Inc. —Augusta, ME
- $110,700 - $147,500 a year
- Full-time
- Remote
- 6 years
- Bachelor of Science
- Mid-level
- 401(k) matching
5d
Customer Service Representative
Dead River Company —Augusta, ME
- $17 - $26 an hour
- Overtime
- Office
- High school diploma or GED
- Children
- Paid training
- Paid holidays
Quick Apply
Insurance Verifier Financial Counselor
Central Maine Medical Center —Lewiston, ME
- $20.00 - $21.50 an hour
- Full-time
- Hospital
- Mid-level
- High school diploma or GED
Life Sales Agent
AAA Northern New England —Augusta, ME
- $24.04 an hour
- Full-time
- Customer service
- Pass drug screening
- Office
- Paid training
- Paid parental leave
ME-Manchester Insurance Sales Specialist
AMERICAN SENIOR BENEFITS LLC —Manchester, ME
- $41,500 - $101,000 a year
- Full-time
- High school diploma or GED
- Communication skills
- Entry level
Insurance Agent
HealthMarkets —Lewiston, ME
- Mid-level
- 4 years
Property Field Adjuster - Portland, ME
DMA / David Morse & Associates —Maine
- Up to $70,000 a year
- Part-time
- Customer service
- Military
- Writing skills
- Work from home
Quick Apply
Automotive Sales Consultant
Central Maine Motors Auto Group —Waterville, ME
- $500 a week
- Full-time
- Background check
- Dealership
- Ability to lift 50 pounds
- Paid training
- Health savings account
Quick Apply
1d
Commercial Sales Representative
ROWE AUBURN —Auburn, ME
- $50,000 - $150,000 a year
- Full-time
- Mid-level
- Driver's License
- In-person
- Paid holidays
- Health insurance
Quick Apply
Senior Data Science Consultant, Insurance - Remote
CSAA Insurance Services, Inc. —Augusta, ME
- $160,155 - $213,550 a year
- Full-time
- 7 years
- US work authorization
- Experience equivalent to degree accepted
- 401(k) matching
13d
ME-Augusta Sales Management Trainee (HEAR FROM OUR AGENTS!)
AMERICAN SENIOR BENEFITS LLC —Augusta, ME
- $50,000 - $100,000 a year
- Full-time
- Recruiting
- Leadership
- Communication skills
Me-Augusta Insurance Advisor
AMERICAN SENIOR BENEFITS LLC —Augusta, ME
- $61,000 - $101,000 a year
- Full-time
- Writing skills
- Microsoft Office
- Math
- Opportunities for advancement
- Flexible schedule
Insurance Sales Specialist Hybrid
AMERICAN SENIOR BENEFITS LLC —Augusta, ME
- $41,500 - $101,000 a year
- Full-time
- High school diploma or GED
- Communication skills
- Entry level
Life Insurance Position - State Farm Agent Team Member
Matthew Maloney - State Farm Agent —Augusta, ME
- Full-time
- Office
- Marketing
- Entry level
- Paid time off
- Opportunities for advancement
Quick Apply
Insurance Litigation Attorney (CA License Required) – Remote
CSAA Insurance Services, Inc. —Augusta, ME
- $117,000 - $200,000 a year
- Full-time
- Remote
- 5 years
- Writing skills
- Research
- 401(k) matching
2d

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Insurance Agent (Base salary + Uncapped commissions)

Comparion Insurance Agency -
Augusta, ME

Apply Now

Job Details

Full-time
$55,000 - $60,000 a year
14 days ago

Benefits

Paid training
Health insurance
Paid time off
401(k) matching
Benefits from day one

Qualifications

Objection handling (sales technique)
Customer records maintenance
Personal service client interaction documentation
Sales negotiation
Managing customer accounts
Customer communication
Auto insurance sales
Confidential information handling
Customer relationship building
Referral-based lead generation
Sales referrals
Logistics
Account development
Client relationship development
Customer engagement
Customer relationship management
Needs-based selling
Initial Contact (sales skills)
Prospecting
Client acquisition
Life insurance sales
Client referrals
Community relationship building
Insurance sales
Home insurance sales
Account management
Customer interaction during outreach
Banking
Technical Proficiency
Experience with customer site (as sales environment)

Full 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.

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

Apply Now

Refine Your Search

insurance jobs in winthrop, me

Insurance Agent (Base salary + Uncapped commissions)

Wealth Management Trainee (ME)

Claims Analyst - REMOTE

Claims Management Specialist

Auto Damage Claims Adjuster

Marketing Engagement Partner - Remote

Customer Service Representative

Insurance Verifier Financial Counselor

Life Sales Agent

ME-Manchester Insurance Sales Specialist

Insurance Agent

Property Field Adjuster - Portland, ME

Automotive Sales Consultant

Commercial Sales Representative

Senior Data Science Consultant, Insurance - Remote

ME-Augusta Sales Management Trainee (HEAR FROM OUR AGENTS!)

Me-Augusta Insurance Advisor

Insurance Sales Specialist Hybrid

Life Insurance Position - State Farm Agent Team Member

Insurance Litigation Attorney (CA License Required) – Remote

I want to receive the latest job alert for insurance in winthrop, me

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