Plymouth Rock Assurance · 12 hours ago
Agency Experience Analyst
Boston, MA
Full-time
Onsite
Mid, Senior Level
$70K/yr - $106K/yr
5+ years expPlymouth Rock Assurance is reimagining how independent agents operate in the insurance industry. The Agency Experience Analyst will analyze technology trends and collaborate with various teams to enhance agent workflows and improve their competitive positioning.
Auto InsuranceFinancial ServicesInsurance
Responsibilities
Strategic Technology Planning
Identify process and technology trends to determine how they can be leveraged to create a competitive advantage. This includes a forward-looking perspective on process evolution and anticipating changes in agent workflows and customer expectations
Support technology roadmap development that aligns with business objectives and positions our systems for future evolution
Conduct competitive benchmarking to assess where we stand in the market and how competitors are leveraging technology that influence purchase habits
Evaluate and manage relationships with third-party technology providers (e.g., agency management systems, comparative raters, digital servicing platforms)
Monitor emerging insurtech trends, tools, and startups that could benefit the independent agent channel
Pilot innovative solutions in partnership with select agencies
Provide ad hoc analysis and support various strategic business initiatives
Act as a bridge between business and technical teams, ensuring system enhancements align with the needs of our independent agents and drive measurable improvement
Lead requirements-gathering sessions with stakeholders and document current and future-state workflows
Translate business needs into clear requirements, including process flows, user stories, and use cases
Support User Acceptance Testing (UAT), training, and monitor and evaluate implemented solutions to ensure they meet business outcomes
Develop communication, training, and adoption strategies to ensure technology is embraced, not just implemented
Qualification
Required
Bachelor's degree in Business, Information Systems, Technology, or related field
5+ years experience in business analysis or technology strategy (insurance experience required)
Direct experience working with or supporting independent insurance agencies, with a deep understanding of their workflows, systems, and operational challenges
Analytical and critical thinking skills
Communication skills and ability to work cross-functionally
Self-motivated, intellectually curious, and passionate about using technology to enhance agent and customer experiences
Preferred
Strong familiarity with agency management systems, comparative raters, and digital servicing platforms used in the independent channel are strongly preferred
Benefits
Paid time off
Free onsite gym at our Boston location
Tuition reimbursement
Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision)
Robust health and wellness programs
Auto and home insurance discounts
Matching donation opportunities
Annual 401(k) employer contribution
Various Paid Family leave options including Paid Parental Leave
Resources to promote professional development
Convenient locations and pre-tax commuter benefits
Company
Plymouth Rock Assurance
If you’ve found your way to our LinkedIn page, you’re likely here for one of two reasons: You’re reviewing insurance companies or you’re browsing new career opportunities.
1001-5000 employees
Funding
Current Stage
Late StageLeadership Team
Bill Martin
President and CEO of Home Assurance
Max Malaret
Vice President of Claims - Independent Agency Auto Group
Recent News
Plymouth Rock
2025-10-14
2025-08-13
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