Director of Sales – Personal Lines

Responsibilities

• Develop and execute regional sales strategies to achieve revenue and growth targets across personal lines products
• Identify and pursue new market opportunities and distribution channels throughout the South Shore and Cape Cod area
• Hire, coach, and manage a team of outside Sales Advisors, ensuring strong field performance and customer experience
• Handle day to day activities of the team, lead weekly sales huddles and monthly one‑on‑ones
• Lead full‑cycle recruiting efforts, including sourcing, interviewing, and hiring high‑quality Sales Advisors aligned to regional growth goals
• Work with training to oversee onboarding and training programs to effectively ramp new Advisors, improving time‑to‑productivity and early performance
• Build and maintain key client and partner relationships, driving upsell and cross‑sell opportunities
• Monitor sales performance and pipeline health, providing hands‑on coaching to improve productivity and close rates
• Ensure compliance with all applicable insurance regulations and company policies
• Collaborate with marketing, operations, and leadership to align sales strategy with broader business objectives
• Stay current on market trends and competitor activity to continuously refine approach

• 7–10+ years of experience in insurance sales
• Minimum 5 years in a leadership role, preferably managing outside/field sales teams
• Strong experience in personal lines required
• Experience in the MA and New England markets strongly preferred
• Ability to travel within the region and attend the Kingston office several times per month after ramp‑up