Events Specialist

Plymouth Rock Assurance is a leading personal lines insurance carrier committed to exceptional service and innovative solutions. Our Marketing Communications team brings this to life through a best-in-class events program, ensuring agents, partners, and customers experience More Than Just Insurance.

We're looking for an Events Specialist to help plan, coordinate, and execute memorable events ranging from small executive meetings to large-scale, multiday domestic and international experiences that strengthen relationships, reinforce our brand, and support business goals across Marketing, Sales, and Senior Leadership.

This role sits at the intersection of Marketing, Field Operations, Executive Leadership, and external partners, and may involve guiding junior team members. You should be detail-oriented, proactive, and comfortable communicating with everyone from hotel coordinators to internal executives. The role requires some out-of-office flexibility, including onsite event support, occasional evenings/weekends, and travel of 10-15%.

• Support and lead a comprehensive event strategy aligned with business priorities and brand positioning.
• Maintain the annual events calendar and contribute to performance/investment reporting for leadership.
• Follow and help refine best practices and standards for event production.

• Lead the design and execution of multiday events centered around incentive travel, corporate meetings, golf/sports outings, and agent engagement experiences.
• Ensure events are innovative, on-brand, and detail-driven.
• Coordinate logistics from sourcing through onsite execution.

• Build and maintain relationships with venues, hospitality partners, production teams, and transportation providers.
• Own vendor communications, contract review, and performance tracking.
• Create event timelines, run-of-show documents, staffing plans, and delivery schedules.

• Manage event budgets across a portfolio of events, flagging cost-efficiency opportunities and communicating recommendations to leadership.
• Support performance analysis, attendee feedback, and ROI reporting.

• Partner with field teams and leadership to align on event goals.
• Collaborate with Marketing Communications on branded materials, promotional items, and attendee communications.
• Support internal and external partners to ensure flawless execution.

• Serve as onsite lead or support lead, managing logistics and resolving issues.
• Travel 10-15% for setup, coordination, and onsite support.

• 5-7years of prior event planning experience, preferably in a corporate or hospitality setting.
• Willingness to travel locally, regionally, and internationally.
  
  Passportrequired. (10-15%, including occasional evenings and weekends)
• Strong organizational and coordination skills with demonstratedability to support multiple initiatives simultaneously.
• Experienceassistingwith vendor communications and managing budgets.
• Excellent verbal, written, and in-person communication skills, with the ability to collaborate effectively across teams and with senior leadership.
• Highly organized, detail-oriented, and proactive with an interest in improving operational efficiency.
• Able to work autonomously and collaboratively in a fast-paced, ever-changing environment.
• Ability to balance day-to-day execution with support for broader strategic initiatives.
• Experience in hospitality is a plus,demonstratinga passion for delivering exceptional guest experiences.
• Competency in Microsoft applications including Word, Excel, and Outlook.
  
  Experience in Wordpress,Crowd Comms, andSmart
  
  Sheetsis a plus.
• Bachelor's degree in Event Management, Marketing, Communications, Business Administration, ora related field.

The pay range for this position is $70,000 to $95,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.

• 4 weeks accrued paid time off + 10 paid national holidays per year
• Free onsite gym…