Territory Leader, Small Business Growth – Eastern Zone

Westfield Insurance; Westfield Center (OH); On-site; USD 120,000 - 180,000; Full time

Benefits offered by this job

Company car

Job summary

Westfield Insurance is seeking a Territory Leader (Eastern Zone) to drive profitable small business growth across a multi-state region (FL, GA, TN, MD, VA, PA, NC, SC). You will lead sales teams, ensure disciplined execution of the Small Business strategy, and deliver strong production and profitability.

You will coach Territory Managers, engage with agency partners, and align with Underwriting, Product, and Distribution.

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.
• Bachelor’s degree in Business, Marketing, or related field, or equivalent experience.
• Valid driver’s license and ability to travel regularly within the assigned territory.

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

Insurance sales

Sales leadership

Business development

Territory management

Education

Bachelor’s degree in Business, Marketing, or related field

Job description

Westfield Insurance is seeking a Territory Leader (Eastern Zone) to drive profitable small business growth across a multi-state region (FL, GA, TN, MD, VA, PA, NC, SC). You will lead sales teams, ensure disciplined execution of the Small Business strategy, and deliver strong production and profitability.

You will coach Territory Managers, engage with agency partners, and align with Underwriting, Product, and Distribution.