Plymouth Rock Assurance Jobs Hiring Now

Plymouth Rock Assurance is hiring for 44 open roles on Migrate Mate as of July 16, 2026, concentrated in business operations and software engineering, with listed salaries up to about $600,000. Migrate Mate updates Plymouth Rock Assurance's live openings daily. Plymouth Rock Assurance is a regional property and casualty insurance company serving personal lines customers across the northeastern United States.

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Overview

Plymouth Rock Assurance hiring data on Migrate Mate, as of July 16, 2026.

Open jobs
44
Top team
Business Operations
Seniority
Mid to senior level
Work type
0% remote or hybrid
Top location
Boston
Salary range
$45,000–$600,000

Listed salaries for Plymouth Rock Assurance roles on Migrate Mate range from about $45,000 to $600,000 per year across 44 open roles, as of July 16, 2026. Some roles list hourly contract rates.

Open Roles at Plymouth Rock Assurance

Showing 25 of 44+ Plymouth Rock Assurance jobs

Plymouth Rock Assurance
Actuarial Analyst Intern
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Plymouth Rock Assurance
Added 1d ago
Actuarial Analyst Intern
Plymouth Rock Assurance
Boston, Massachusetts
$20 - $25/hr
Bachelor's degree in statistics
1,001-5,000

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Plymouth Rock Assurance
Senior Actuarial Analyst
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Plymouth Rock Assurance
Added 3d ago
Senior Actuarial Analyst
Plymouth Rock Assurance
Boston, Massachusetts
Data Analytics
Data Science
Healthcare Administration
$94k - $124k/yr
1,001-5,000

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Plymouth Rock Assurance
Senior AWS Cloud Engineer
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Plymouth Rock Assurance
Added 4d ago
Senior AWS Cloud Engineer
Plymouth Rock Assurance
Boston, Massachusetts
Cloud & DevOps
Cloud Engineering
Solutions Architecture
Technical Product & Program Management
$122k - $160k/yr
Bachelor's degree
1,001-5,000

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Plymouth Rock Assurance
Quality Assurance Manager
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Plymouth Rock Assurance
Added 4d ago
Quality Assurance Manager
Plymouth Rock Assurance
Boston, Massachusetts
Cloud Engineering
Engineering (Non-Software)
Solutions Engineering & Architecture
Technical Program Management
$130k - $165k/yr
Master's degree
1,001-5,000

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Plymouth Rock Assurance
Paralegal
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Plymouth Rock Assurance
Added 4d ago
Paralegal
Plymouth Rock Assurance
Uniondale, New York
$68k - $91k/yr
Paralegal Certificate
1,001-5,000

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Plymouth Rock Assurance
Actuarial Analyst
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Plymouth Rock Assurance
Added 4d ago
Actuarial Analyst
Plymouth Rock Assurance
Boston, Massachusetts
Business Operations
Compensation & Benefits
Human Resources (HR) — Generalist
$69k - $91k/yr
Bachelor's degree
1,001-5,000

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Plymouth Rock Assurance
Vice President Artificial Intelligence
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Plymouth Rock Assurance
Added 4d ago
Vice President Artificial Intelligence
Plymouth Rock Assurance
Boston, Massachusetts
Compliance & Legal
Compliance & Risk
Executive Leadership & C-Suite
$400k - $600k/yr
Doctoral degree in Computer Science
1,001-5,000

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Plymouth Rock Assurance
Customer Service Associate
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Plymouth Rock Assurance
Added 4d ago
Customer Service Associate
Plymouth Rock Assurance
Fort Washington, Pennsylvania
High school diploma or GED
1,001-5,000

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Plymouth Rock Assurance
Licensed Insurance Producer
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Plymouth Rock Assurance
Added 4d ago
Licensed Insurance Producer
Plymouth Rock Assurance
Woodbridge, New Jersey
Account Management
Customer Service
Sales
$52k - $58k/yr
1,001-5,000

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Plymouth Rock Assurance
Senior Marketing Analyst
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Plymouth Rock Assurance
Added 4d ago
Senior Marketing Analyst
Plymouth Rock Assurance
Woodbridge, New Jersey
Business Strategy
Project Management
Strategy & Corporate Development
$90k - $130k/yr
Bachelor's degree
1,001-5,000

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Plymouth Rock Assurance
Customer Service Representative - Personal Lines
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Plymouth Rock Assurance
Added 4d ago
Customer Service Representative - Personal Lines
Plymouth Rock Assurance
Boston, Massachusetts
Business Operations
Compensation & Benefits
Human Resources (HR) — Generalist
$45k - $51k/yr
Associate's degree
1,001-5,000

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Plymouth Rock Assurance
Customer Service
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Plymouth Rock Assurance
Added 4d ago
Customer Service
Plymouth Rock Assurance
Woodbridge, New Jersey
Business Development
Customer Success
Sales
$45k - $50k/yr
High school diploma or GED
1,001-5,000

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Plymouth Rock Assurance
Senior Analyst, Comparative Rater Strategy & Competitive Intelligence
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Plymouth Rock Assurance
Added 5d ago
Senior Analyst, Comparative Rater Strategy & Competitive Intelligence
Plymouth Rock Assurance
Woodbridge, New Jersey
$88k - $137k/yr
Bachelor's degree in statistics
1,001-5,000

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Plymouth Rock Assurance
Director of Sales
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Plymouth Rock Assurance
Added 5d ago
Director of Sales
Plymouth Rock Assurance
Woodbridge, New Jersey
$165k - $219k/yr
Bachelor's degree
1,001-5,000

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Plymouth Rock Assurance
Associate Product Manager
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Plymouth Rock Assurance
Added 5d ago
Associate Product Manager
Plymouth Rock Assurance
Woodbridge, New Jersey
Creative & Design
Product Management
Project & Program Management
Project Management
$110k - $153k/yr
Master's degree
1,001-5,000

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Plymouth Rock Assurance
Product Analyst
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Plymouth Rock Assurance
Added 5d ago
Product Analyst
Plymouth Rock Assurance
Woodbridge, New Jersey
Communications
Content & Communications
Public Relations (PR)
$70k - $88k/yr
Bachelor of Science
1,001-5,000

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Plymouth Rock Assurance
Product Analyst Intern
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Plymouth Rock Assurance
Added 5d ago
Product Analyst Intern
Plymouth Rock Assurance
Woodbridge, New Jersey
Communications
Content & Communications
Public Relations (PR)
$25 - $28/hr
Bachelor of Science
1,001-5,000

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Plymouth Rock Assurance
Inside Sales Representative
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Plymouth Rock Assurance
Added 5d ago
Inside Sales Representative
Plymouth Rock Assurance
Woodbridge, New Jersey
Business Development
Customer Success
Sales
$52k - $58k/yr
1,001-5,000

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Plymouth Rock Assurance
Senior Trial Attorney
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Plymouth Rock Assurance
Added 5d ago
Senior Trial Attorney
Plymouth Rock Assurance
Woodbridge, New Jersey
Compliance & Legal
Corporate Development & M&A
Legal Counsel
$117k - $157k/yr
1,001-5,000

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Plymouth Rock Assurance
Director, Comparative Rater Strategy & Analytics
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Plymouth Rock Assurance
Added 5d ago
Director, Comparative Rater Strategy & Analytics
Plymouth Rock Assurance
Woodbridge, New Jersey
$187k - $247k/yr
Bachelor's degree in statistics
1,001-5,000

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Plymouth Rock Assurance
Brand Manager
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Plymouth Rock Assurance
Added 5d ago
Brand Manager
Plymouth Rock Assurance
Woodbridge, New Jersey
Creative & Design
Product Management
Project & Program Management
Project Management
$130k - $172k/yr
1,001-5,000

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Plymouth Rock Assurance
Associate Trial Attorney
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Plymouth Rock Assurance
Added 5d ago
Associate Trial Attorney
Plymouth Rock Assurance
Woodbridge, New Jersey
Business Development
Product Management
Project Management
$98k - $123k/yr
1,001-5,000

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Plymouth Rock Assurance
Agency Experience and Strategic Initiatives Manager
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Plymouth Rock Assurance
Added 5d ago
Agency Experience and Strategic Initiatives Manager
Plymouth Rock Assurance
Boston, Massachusetts
Business Analysis
Data Analytics
Data Science
$120k - $163k/yr
Bachelor's degree
1,001-5,000

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Plymouth Rock Assurance
Senior Field Business Development Representative
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Plymouth Rock Assurance
Added 6d ago
Senior Field Business Development Representative
Plymouth Rock Assurance
Boston, Massachusetts
Customer Success
Inside Sales
Sales
$94k - $128k/yr
Bachelor's degree
1,001-5,000

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Plymouth Rock Assurance
Senior Field Auto Damage Appraiser
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Plymouth Rock Assurance
Added 1w ago
Senior Field Auto Damage Appraiser
Plymouth Rock Assurance
Uniondale, New York
$76k - $100k/yr
Bachelor's degree
1,001-5,000

Have you applied for this role?

Job Roles at Plymouth Rock Assurance

Business Operations4 jobs
Software Engineering3 jobs
Business Development3 jobs
Creative & Design3 jobs
Data Science & Analytics2 jobs
Cloud & DevOps2 jobs
Business Strategy2 jobs
Account Management2 jobs
Communications2 jobs
Compliance & Legal2 jobs

Working at Plymouth Rock Assurance

Plymouth Rock Assurance's 44 open roles are mid to senior level, and about 0% are remote or hybrid. The most active teams are business operations, software engineering, and business development. Plymouth Rock Assurance is a regional property and casualty insurance company offering personal auto and home insurance products to customers in the northeastern United States. The company employs professionals across claims, data and analytics, technology, customer service, legal, and marketing functions. Most Plymouth Rock Assurance roles are based in Boston, with some in Woodbridge and Uniondale.

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Plymouth Rock Assurance Jobs: Frequently Asked Questions

How many jobs is Plymouth Rock Assurance hiring for right now?

Plymouth Rock Assurance is hiring for 44 open roles on Migrate Mate as of July 16, 2026, updated daily, concentrated in business operations and software engineering. Open positions span claims, data and analytics, technology, customer service, legal, and marketing. Migrate Mate refreshes Plymouth Rock Assurance's listings every day so the count reflects what is actively available.

What kinds of roles does Plymouth Rock Assurance hire for?

The most active teams are business operations, software engineering, and business development. Plymouth Rock Assurance hires across claims handling and management, data analytics and engineering, cloud and software engineering, artificial intelligence, customer service, legal, and brand management. Positions range from trainee and intern-level entry points to director-level leadership, and most postings are mid to senior level.

Are Plymouth Rock Assurance jobs remote or in-person?

Mostly on-site. About 0% of Plymouth Rock Assurance's open roles on Migrate Mate are remote or hybrid as of July 16, 2026, with the rest based in Boston. Each Plymouth Rock Assurance listing shows its work location so you can filter before applying.

How do I apply to a job at Plymouth Rock Assurance?

Find a Plymouth Rock Assurance role on Migrate Mate, then follow the listing through to Plymouth Rock Assurance's own careers page to complete the application. Plymouth Rock Assurance manages its own hiring process, including application review, interviews, and offers. Migrate Mate does not accept applications on the company's behalf.

What do Plymouth Rock Assurance jobs pay?

Listed salaries for Plymouth Rock Assurance roles on Migrate Mate range from about $45,000 to $600,000 per year as of July 16, 2026, with most postings at mid to senior level. Some roles list hourly contract rates. Exact pay is set by Plymouth Rock Assurance and shown on each listing.

Does Plymouth Rock Assurance hire entry-level?

Most of Plymouth Rock Assurance's open roles on Migrate Mate are mid to senior level as of July 16, 2026. Entry-level openings are limited. Check individual Plymouth Rock Assurance listings for stated experience requirements.

Where is Plymouth Rock Assurance hiring?

Most Plymouth Rock Assurance roles are based in Boston, with some in Woodbridge and Uniondale, and about 0% offer remote or hybrid work as of July 16, 2026. Migrate Mate shows the location on each listing.