Small Business Insurance, Regional Sales Executive

The Hartford; Chicago (IL); Remote; USD 150,000 - 210,000; Full time

Job summary

A leading insurance company is seeking a Sales Leader to drive the small business insurance strategy in the Chicago market. With remote work flexibility, the role involves mentoring a high-performing team and engaging with distribution partners. Candidates should have extensive sales experience in the P&C sector and strong leadership skills.

Benefits

Remote work flexibility

Career advancement opportunities

Supportive work environment

Qualifications

• 7+ years of P&C outside sales experience.
• 5+ years of management experience with accountability for a sales team.
• Established relationships within the P&C agency network.

Responsibilities

• Drive the sales strategy for small business insurance in Chicago.
• Lead and mentor a high-performance sales team.
• Analyze business trends to prioritize resources.

Skills

Sales Acumen

Relationship Management

Communication

Job description

Employer Industry: Insurance

Why consider this job opportunity:
- Salary up to $210,000
- Potential for short-term or annual bonuses and long-term incentives
- Opportunity for career advancement and growth within the organization
- Remote work flexibility in the Chicagoland area
- Supportive and collaborative work environment with a focus on team success
- Chance to make a significant impact on market share and business development

What to Expect (Job Responsibilities):
- Direct, implement, and drive the sales strategy for small business insurance in the Chicago market
- Meet and exceed sales performance goals, including new written premium and total policy counts
- Lead and mentor a high-performance sales team while fostering collaboration and open dialogue
- Analyze business trends and leverage data to prioritize resources and strategies
- Build and maintain strong relationships with distribution partners and agency relationships

What is Required (Qualifications):
- Minimum of 7+ years of P&C outside sales experience, with a focus on agency-facing territory management
- At least 5+ years of direct management experience and accountability for a sales team
- Established relationships within the P&C agency network in the Chicago market
- Strong financial, business, and sales acumen
- Excellent communication and presentation skills

How to Stand Out (Preferred Qualifications):
- Experience in Small Commercial Business Insurance is highly preferred
- Highly regarded leadership capabilities and relationship skills

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