Position Summary:

Prestige Trucking Insurance is seeking a Renewals and Retention Specialist to lead the agency’s renewals department and take direct ownership of protecting and growing its book of business. This is a role with measurable impact — the person in this position is accountable for retention outcomes, cancellation reduction, and year-over-year premium growth, making it a strong fit for someone who is equally comfortable managing client relationships and leading a team. The role spans the full renewal lifecycle — from proactively identifying at-risk accounts and executing retention strategies to negotiating with underwriters, managing cancellation-prevention workflows, and overseeing the 90/60/30-day communication cadence. In addition to day-to-day renewal management, the Renewals and Retention Specialist leads and develops the renewals team, conducts coaching sessions, builds SOPs, and collaborates cross-functionally with underwriting, sales, marketing, and service teams to ensure a seamless client experience. The ideal candidate brings a background in insurance renewals or account retention, strong leadership and communication skills, and the analytical mindset to track KPIs and continuously improve department performance.

Essential Duties and Responsibilities:

Help oversee all renewal accounts and agency‑wide retention initiatives.Implement strategies to maintain a minimum 85% retention, with a target of 95%+ retention ratio.Proactively identify at‑risk accounts and create tailored recovery plans.Personally intervene on high‑value, complex, or escalated accounts to secure renewal.Develop and manage cancellation‑prevention workflows.Track and reduce mid‑term cancellations through proactive outreach.Delegate and distribute renewal assignments strategically for workload balance and efficiency.Maintain accountability using performance metrics, dashboards, and daily activity tracking.Conduct weekly retention performance meetings and coaching sessions.Train team members in objection handling, closing strategies, and retention best practices.Develop and maintain SOPs for renewal processes and retention workflows.Increase department book value by at least 20% annually.Identify and execute on cross‑sell and upsell opportunities during renewal conversations.Ensure proper marketing of risks to secure competitive carrier terms.Collaborate with Underwriting and Marketing to strengthen pricing leverage.Help oversee remarketing processes for non‑renewals or accounts needing improved terms.Market risks to carriers as needed to negotiate improved pricing or coverage.Negotiate renewal terms directly with underwriters.Maintain strong relationships with carrier partners to support retention and competitive positioning.Help monitor account loss ratios and coordinate risk‑mitigation strategies.Ensure a superior customer experience throughout the renewal cycle.Develop and implement standardized renewal scripts, service protocols, and communication guidelines.Oversee the 90/60/30‑day renewal communication cadence across the team.Conduct client audits when needed to eliminate exposure gaps and strengthen retention.Monitor and report key retention KPIs, including: Retention Ratio (Goal: 95%+), Cancellation Rate, Renewal Conversion Rate, Premium Retained, Revenue Growth (20% YoY target), Cross‑sell Ratio, and Save Rate on CancellationsProvide weekly and monthly retention/renewal reports to executive leadership.Develop and maintain dashboards for transparency, performance visibility, and accountability.Provide ongoing training to: Renewal agents, Customer service representatives, and Sales agents on renewal positioning and closingCreate scripts, objection‑handling guides, and closing frameworks.Coordinate with Marketing on renewal‑generated leads and retention‑focused campaigns.Manage the flow of referrals generated during renewal conversations.Collaborate with Sales to identify book optimization and revenue opportunities.Ensure smooth handoff and communication between New Business, Service, and Retention teams.Partner with the Service team to enhance client experience, reduce cancellations, and drive cross‑sell opportunities.