Senior Regional Sales Manager

About the Role

Recognized as a Milwaukee Journal Sentinel Top Workplace for 14 consecutive years, including three years of being honored as number one! Join us at West Bend, where we believe that our associates are our greatest asset. We hire talented individuals who are conscientious, dedicated, customer focused, and able to build lasting relationships. We create and maintain an environment where you feel a sense of belonging and appreciation. Your diversity of thought, experience, and knowledge are valued. We’re committed to fostering a welcoming culture, offering you opportunities for meaningful work and professional growth. More than a workplace, we celebrate our successes and take pride in serving our communities.

Job Summary

Develop and execute strategic plans to maximize business opportunities through independent insurance agencies within the assigned territory. Support, measure, and monitor internal and external sales efforts including short-term promotions, social media opportunities, rollovers, co-op, etc. Create specific goals for each agency that support and stimulate corporate profit and growth objectives.

Work Location

This is a fully remote/work from home role where you will spend 50% of your time in the field, servicing the Detroit/Eastern MI territory. On occasion, you may be asked to travel to an office location for in-person engagement activities such as team meetings, training, and corporate events.

Responsibilities

• Join our team as a key driver of growth and agency success within your assigned territory.
• Develop and execute strategic plans that expand business opportunities through strong, productive partnerships with independent insurance agencies.
• Guide and support agency initiatives—including promotions, social media campaigns, rollovers, co-op efforts, and more—to achieve meaningful results tied to our corporate profit and growth goals.
• Stay ahead of the industry by monitoring market trends, competitive activity, policy shifts, and regulatory changes, ensuring we’re positioned for long-term success.
• Conduct agency performance evaluations and oversee participation in our Partners in Excellence program to promote continuous improvement.
• Drive new business opportunities by identifying, prospecting, and appointing high-potential agencies.
• Build and nurture strong agency relationships, serving as a trusted advisor and primary point of contact.
• Partner closely with the sales team to meet or exceed territory sales objectives.
• Deliver clear, confident product and service insights while addressing agency inquiries and needs.
• Cultivate strong connections with agents, underwriters, and internal stakeholders to ensure exceptional service and alignment.
• Collaborate with underwriting teams by providing territory insights, feedback, and recommendations.
• Track issues and trends to identify training opportunities or service gaps.
• Analyze territory performance and key metrics to identify opportunities and areas of success.
• Prepare regular performance reports and present actionable insights to Sales and Underwriting leadership teams.
• Lead agency training sessions focused on new products, services, and industry updates.
• Develop and deliver creative training and sales programs through teleconferences, webinars, social media, and other tools to support agency growth and profitability.

Qualifications

• 5+ years of professional experience in the property/casualty insurance industry
• Strong understanding of insurance products, underwriting processes, and regulatory requirements
• Proficiency with Microsoft Word, Excel, PowerPoint, Outlook, Teams, Dynamics, SharePoint, and Power BI
• Excellent analytical, negotiation, and communication skills
• Ability to work both independently and collaboratively with cross-functional teams
• Proven track record of achieving or surpassing sales goals

Preferred Education & Certifications

• Bachelor’s degree in Marketing, Business, Insurance, or a related field
• CIC or CPCU designation required
• Valid insurance agent’s license
• Valid driver’s license with a clean driving record

Pay

The salary range for this position is $100,000–$125,000. The actual base pay offered to the successful candidate will be based on multiple factors, including but not limited to job-related knowledge/skills, experience, business needs, geographical location, and internal equity.

Benefits

• Medical & Prescription Insurance
• Health Savings Account
• Dental Insurance
• Vision Insurance
• Short and Long Term Disability
• Flexible Spending Accounts
• Life and Accidental Death & Disability
• Accident and Critical Illness Insurance
• Employee Assistance Program
• 401(k) Plan with Company Match
• Pet Insurance
• Paid Time Off (Standard first year PTO is 17 days, pro-rated based on month of hire; enhanced PTO may be available for experienced candidates)
• Bonus eligible based on performance

Title and level for this role may be adjusted commensurate with the experience, skills, and expertise of the successful candidate.