The Agency Services Relationship Representative is accountable for the daily
management and business relationship between the Company and a specific group of
independent agents. The area of focus is for agencies enrolled in an Agency
Services program, which includes Service Center, Remarketing, and Sales
Development Program. Territory includes New Jersey, New York, Pennsylvania, New
Hampshire, Connecticut, and Massachusetts. Responsibilities include onboarding
new independent agencies, communicating service level metrics, implementing and
monitoring various sales programs, and training all levels within the agency
regarding service functions.
We strive to be a valued extension of the agency teams we support, focusing on
streamlining operations, optimizing agent performance, and fostering strong
relationships between Plymouth Rock Assurance and our independent agency
partners.
Remote/Field-Based (Travel Required), New England Based Role, majority of travel
in Massachusetts.
Responsibilities
Training & Development
Develop and deliver engaging, interactive training sessions, both virtual and
in-person, on Plymouth Rock’s products, services, technology platforms, sales
techniques.
Customize training programs aligned with agency performance goals, market
dynamics, and company objectives, with a clear focus on improving production
outcomes.
Provide one-on-one, small group, and large group training sessions Equip
agents with best practices in sales techniques, prospecting strategies, and
customer relationship management that help drive production growth and
improve overall agency performance.
Agency Performance Support
Understand agency profile and performance to assess strengths and identify
gaps for coaching opportunities.
Collaborate with field marketing leadership to support business growth
strategies.
Measure agency performance before and after training to evaluate impact,
identify production lift, and adjust coaching strategies based on results.
Use agency data, production trends, and training feedback to recommend
targeted follow-up actions that help agencies convert training into
measurable business growth.
Relationship Management
Cultivate and maintain trusted, consultative relationships with independent
agency partners across all lines of business and geographic regions.
Communicate agency performance trends, learning opportunities, and emerging
market insights to internal stakeholders, including field marketing and
communications teams.
Market Expertise & Collaboration
Partner with internal teams to align training content with broader business
initiatives and field strategies.
Maintain an active understanding of industry regulations, trends, and
competitive landscape.
Qualifications
5+ years of experience in the insurance industry, preferably as an agent,
underwriter, , or agency trainer.
Demonstrated success in sales, customer relationship management, and/or
business development, with experience connecting training activity to
measurable performance or production results.
Property & Casualty license is strongly preferred (or willingness to obtain
within the first year of employment)
Exceptional communication, presentation, and interpersonal skills.
Ability to influence and motivate agency partners at all experience levels.
Strong organizational skills with the ability to manage multiple priorities
and deliver results.
Comfort with frequent travel and delivering training both virtually and
on-site.
Prior knowledge of a learning management system preferred
Ability to create strong, engaging, and informative training materials and
presentation.
Salary Range
The pay range for this position is $68,000 to $97,000 annually. Actual
compensation will vary based on multiple factors, including employee knowledge
and experience, role scope, business needs, geographical location, and internal
equity.
Perks & Benefits
4 weeks accrued paid time off, 8 paid national holidays per year, and 2
floating holidays
Low cost and excellent coverage health insurance options that start on Day 1
(medical, dental, vision)
Annual 401(k) Employer Contribution
Resources to promote Professional Development (LinkedIn Learning and
licensure assistance)
Robust health and wellness program and fitness reimbursements
Various Paid Family leave options including Paid Parental Leave
Tuition Reimbursement
ABOUT THE COMPANY
The Plymouth Rock Company and its affiliated group of companies write and manage
over $2 billion in personal and commercial auto and homeowner’s insurance
throughout the Northeast and mid-Atlantic, where we have built an unparalleled
reputation for service. We continuously invest in technology, our employees
thrive in our empowering environment, and our customers are among the most loyal
in the industry. The Plymouth Rock group of companies employs more than 1,900
people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance
Corporation holds an A.M. Best rating of “A-/Excellent”.