Westfield is seeking a Territory Leader for the Eastern Zone (FL, GA, TN, MD, VA, PA, NC, SC) to drive profitable small business growth and lead regional sales teams in alignment with Westfield’s strategy. You will own talent development, agency engagement, and cross-functional collaboration with Underwriting, Product, Distribution, and other units, traveling regularly to build a high-performing sales culture. This is a senior role requiring 8+ years in insurance sales with proven growth.
Qualifications
8+ years of progressive experience in insurance sales, sales leadership, or business development.
Demonstrated success leading sales teams across multi-state or complex territories.
Strong understanding of small business insurance distribution and agency dynamics.
Proven ability to drive profitable growth.
Responsibilities
Translate the Small Business strategy into clear regional priorities, sales plans, and execution rhythms.
Drive disciplined sales management practices, including goal setting, forecasting, pipeline management, and performance reviews.
Lead regional execution of segmentation, agency engagement strategy, and growth initiatives.
Lead, coach, and develop Territory Managers supporting the assigned territory.
Own hiring, onboarding, performance management, and succession planning for the zone.
Build a strong performance culture grounded in accountability, coaching, and continuous improvement.
Serve as a senior sales presence with key agency partners across the assigned territory, including joint planning, escalations, and growth discussions.
Ensure a consistent agency experience across field and virtual sales engagement models.
Monitor market trends, competitive dynamics, and agency needs to inform regional strategy and priorities.
Partner closely with Underwriting, Product, Distribution, and other business units to ensure alignment and execution.
Proactively identify process or capability gaps impacting sales performance and drive solutions.
Support change initiatives and operational improvements that enhance agent experience and sales productivity.
Establish clear operating rhythms for the region, including monthly reviews, performance tracking, and action planning.
Use data and insights to identify trends, risks, and opportunities, adjusting strategy as needed.
Manage priorities, remove barriers, and ensure focus on the highest-impact activities.
Skills
Sales leadership
Multi-state leadership
Strategic planning
Agency engagement
People development
Cross-functional collaboration
Data-driven decisions
Travel readiness
Education
Bachelor’s degree in Business/Marketing or related field
Job description
Westfield is seeking a Territory Leader for the Eastern Zone (FL, GA, TN, MD, VA, PA, NC, SC) to drive profitable small business growth and lead regional sales teams in alignment with Westfield’s strategy. You will own talent development, agency engagement, and cross-functional collaboration with Underwriting, Product, Distribution, and other units, traveling regularly to build a high-performing sales culture. This is a senior role requiring 8+ years in insurance sales with proven growth.