Small Business Territory Leader – Western Zone

🕒 January 23

🌵 Arizona, Colorado, +4 more states – Remote

🌵 Arizona – Remote ⛰️ Colorado – Remote 🌽 Illinois – Remote 🌶️ New Mexico – Remote ❄️ Minnesota – Remote 🧀 Wisconsin – Remote

⏰ Full Time

🟠 Senior

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Westfield Insurance

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

🛡️ Insurance

🤝 B2B

👥 B2C

Insurance • B2B • B2C

Westfield Insurance is a mutually owned insurance company that provides a broad range of personal and commercial insurance products and services. Founded in 1848 and A-rated by AM Best, Westfield offers business coverages (commercial auto, property, umbrella, cyber, workers' compensation, BOP, inland marine, surety bonds), personal lines (homeowners, auto, high-value homes, condo, flood, umbrella), and specialized farm & agribusiness and specialty insurance. The company emphasizes financial strength, community commitment, digital customer tools (MyWestfield®), and value-added services such as bundled safety sensor service (Ting) for eligible policyholders.

📋 Description

• 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.

🎯 Requirements

• 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.

🏖️ Benefits

• Role includes a company car with regular travel within the assigned territory.