The Senior Field Business Development Representative is responsible for the strategic oversight, growth, and performance management of a defined group of independent agents within Massachusetts. This role serves as a sen…
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$94k–$128k/yr
Full-time
bachelor degree, professional certificate
Paid Time Off, Paid National Holidays, Onsite Gym, Tuition Reimbursement, Health Insurance, Dental Insurance
Posted 27d ago
~40 hrs/week
Responsibilities
Oversee the growth and performance of independent insurance agents in Massachusetts through strategic production plans and portfolio analysis. Act as a senior advisor to agency partners and a liaison between field operations and internal leadership to align with company objectives.
Requirements
Requires a bachelor's degree and at least 5 years of field sales experience working with independent agents in personal lines insurance. Must reside in Massachusetts and possess a valid driver's license with a favorable driving record.
Full job description
The Senior Field Business Development Representative is responsible for the strategic oversight, growth, and performance management of a defined group of independent agents within Massachusetts. This role serves as a senior relationship owner, driving profitable growth, optimizing agency performance, and aligning field execution with the Company’s long-term strategic objectives.
The Senior Representative acts as a trusted advisor to top-tier agency partners and a key liaison between field operations and internal leadership, ensuring alignment across underwriting, marketing, service, and product teams.
Responsibilities
Accountable for developing and executing strategic production plans for each agency, aligned with enterprise growth and profitability objectives.
Lead the analysis, forecasting, and performance management of agency production, proactively identifying trends, risks, and opportunities; adjust strategies to ensure achievement of territory goals.
Drive territory-level strategy, including segmentation of agencies, prioritization of high-value partners, and optimization of resource allocation.
Develop, implement, and evaluate advanced sales programs and initiatives, ensuring measurable impact and scalability across the territory.
Serve as a senior advisor to agency leadership, providing consultative guidance on book management, growth strategies, and market positioning.
Conduct in-depth portfolio and profitability analysis of each agency’s book of business; design and execute targeted action plans to improve performance.
Establish and oversee robust follow-up and accountability frameworks to ensure sustained execution and results.
Lead and present comprehensive territory and executive-level reviews, delivering insights and strategic recommendations to internal stakeholders.
Translate and communicate target market strategy, including preferred risk profiles and acquisition channels, ensuring alignment with underwriting and product strategy.
Identify systemic service or operational issues, lead cross-functional resolution efforts, and drive continuous improvement initiatives.
Maintain a high-impact agency visitation strategy, prioritizing strategic engagements over transactional interactions.
Act as a subject matter expert on company products, underwriting guidelines, and market positioning; deliver advanced training and mentorship to agency partners.
Maintain deep expertise in Massachusetts auto and home insurance regulations and ensure agency compliance and best practices.
Monitor and analyze competitive intelligence and market trends, translating insights into actionable strategies for both field and internal teams.
Lead agency appointment strategy, including identifying, recruiting, and evaluating high-potential agency partners aligned with long-term company goals.
Conduct thorough due diligence and business case development for prospective agency appointments.
Demonstrate advanced sales and negotiation expertise, including the ability to influence, close, and expand complex agency relationships.
Mentor and support junior team members, sharing best practices and contributing to overall team capability development.
Qualifications
5+ years of Field Sales/Marketing experience working with Independent Agents required, with a demonstrated track record of high performance.
Bachelor’s degree required; advanced industry experience (7+ years) may be considered in lieu of degree.
Strong Personal Lines product expertise required.
Professional designations such as CIC or CPCU strongly preferred.
Demonstrated ability to operate at both strategic and tactical levels.
Exceptional analytical, communication, and presentation skills, with experience engaging senior stakeholders.
Proven leadership capabilities, including influencing without authority and mentoring others.
Must reside in Massachusetts.
Valid driver’s license and favorable driving record required.
Perks and Benefits:
4 weeks accrued paid time off + 9 paid national holidays per year
Free onsite gym at our Boston Location
Tuition Reimbursement
Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision)
Robust health and wellness program and fitness reimbursements
Auto and home insurance discounts
Matching gift opportunities
Annual 401(k) Employer Contribution (up to 7.5% of your base salary)
Various Paid Family leave options including Paid Parental Leave
Resources to promote Professional Development (LinkedIn Learning and licensure assistance)
Convenient location directly across from South Station and Pre-Tax Commuter Benefits
The pay range for this position is $94,000- $127,500 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.
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”.
Related keywords
Personal LinesIndependent AgentsCICCPCUAuto InsuranceHome InsuranceUnderwritingMarket PositioningBusiness DevelopmentPortfolio ManagementMassachusetts Insurance RegulationsAgency AppointmentDue DiligenceStrategic Production PlansCompetitive Intelligence
At Plymouth Rock Assurance, our employees and Independent Agents bring the mission of delivering exceptional and reliable service to customers across the Northeast to life. You’ll find a culture built on collaboration and curiosity, where dedicated employees take pride in helping others succeed.
We’re proud to be recognized as a 2025 Top Workplace in New Jersey by NJ Advance, in addition to being included in Forbes’ Best Insurance Companies 2026 list and earning top honors as the Best Car Insurance Company in Massachusetts of 2026 by The Wall Street Journal’s “Buy Side”. It’s a reflection of our people and to building a place where opportunity grows.
With offices in Woodbridge, New Jersey and Boston, Massachusetts, Plymouth Rock offers auto, home, renters, and condo insurance across New Jersey, New York, New Hampshire, Massachusetts, Connecticut, and Pennsylvania designed to protect what matters most. Our long-held commitment to high-quality service extends to giving back to the local communities we live and serve through volunteerism and the Plymouth Rock Assurance Foundation.
Interested in joining our team? View our employment opportunities: www.plymouthrock.com/about/careers.
Offices: 695 Atlantic Avenue, Boston, MA 02111, US · 581 Main St, Woodbridge Township, New Jersey 07095, US
Personal Auto InsuranceHomeowners InsuranceCommercial Auto InsuranceAffordable Insurance RatesTop-Ranked Customer ServiceInsuranceHome InsuranceAuto InsuranceCar InsuranceCustomer Service
Based on 2913 listings with disclosed salaries, most sales jobs in Massachusetts pay between $65k–$190k per year. Individual offers vary with seniority, company size, and specialization.
How many Sales jobs are open in Massachusetts right now?
There are currently 6,832 open sales positions in Massachusetts listed on Clera. New openings are added daily as companies post roles.
Which companies are hiring for Sales roles in Massachusetts?
Companies currently hiring include AutoZone, Lowe's Companies, Inc., Bank of America, O'Reilly Auto Parts, Macy's, among others. Browse the listings above to see every active employer.
Are there remote or hybrid Sales jobs in Massachusetts?
Yes — 1853 of the 6832 open sales positions offer remote or hybrid work (855 remote, 998 hybrid).
How do I apply for Sales jobs in Massachusetts?
Each listing links directly to the employer's application page. Apply early — fresh listings get the most recruiter attention in the first two weeks.