Small Business Territory Leader – Eastern Zone

🕒 October 9

🐊 Florida, North Carolina, +5 more states – Remote

🐊 Florida – Remote 🌲 North Carolina – Remote 🦀 Maryland – Remote 🔔 Pennsylvania – Remote 🌴 South Carolina – Remote 🎸 Tennessee – Remote ⚔️ Virginia – Remote

⏰ Full Time

🟠 Senior

👻 Ghost score 12%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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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

• Drive profitable small business growth across a multi-state territory covering FL, GA, TN, MD, VA, PA, NC, and SC • Provide leadership to sales teams operating within the assigned zone • Execute Westfield’s Small Business strategy and deliver production and profitability results • Translate strategy into regional priorities, sales plans, and execution rhythms • Lead goal setting, forecasting, pipeline management, and performance reviews • Lead regional segmentation, agency engagement strategy, and growth initiatives • Lead, coach, and develop Territory Managers • Own hiring, onboarding, performance management, and succession planning • Engage key agency partners through joint planning, escalations, and growth discussions • Monitor market trends, competitive dynamics, and agency needs • Partner with Underwriting, Product, Distribution, and other business units • Identify process or capability gaps and drive solutions • Support change initiatives and operational improvements • Establish monthly reviews, performance tracking, and action planning • Use data and insights to identify trends, risks, and opportunities • Manage priorities, remove barriers, and focus on high-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 • Ability to travel regularly within the assigned territory

🏖️ Benefits

• Company car • Regular travel within the assigned territory