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Vice President of Commercial Service

R&R Insurance and Wealth Management Career Opportunities
Waukesha, WI Full Time
POSTED ON 4/11/2026
AVAILABLE BEFORE 6/11/2026

Responsibilities

The Vice President of Commercial Lines Service is responsible for the overall leadership, strategy, and performance of R&R’s Commercial Lines Service organization. This role partners closely with Commercial Sales leadership and executive leadership to ensure a scalable, efficient, and client-focused service model.

Key responsibilities include:

  • Provide strategic leadership and direction for the Commercial Lines Service Team, supporting continued growth and operational excellence
  • Lead, mentor, and develop service leadership and team members, with a strong focus on talent development, engagement, and retention
  • Evaluate and refine business processes to improve efficiency, consistency, and client experience
  • Drive initiatives related to workflow optimization, technology adoption, and service delivery improvements
  • Partner with Commercial Sales leadership to support new business growth while maintaining high service standards
  • Oversee hiring, onboarding, and workforce planning for the Commercial Service organization
  • Lead change management efforts as the department evolves, including new systems, policies, and procedures
  • Support annual planning, goal setting, and performance measurement for the department
  • Serve as a trusted leader and escalation point for complex client or internal matters

Requirements

  • Extensive experience in Commercial Insurance, including strong knowledge of commercial lines coverages and carrier relationships
  • Active Property & Casualty license required
  • Proven experience leading and managing people, including coaching, performance management, and navigating difficult conversations
  • Demonstrated success leading change initiatives and implementing process improvements within a service organization
  • Experience implementing or utilizing technology solutions to improve workflows and efficiency
  • Strong executive communication skills, both written and verbal
  • Highly organized with the ability to prioritize, delegate, and manage multiple initiatives simultaneously

Why Work for R&R?

  • A career with purpose at a family-led, fiercely independent organization
  • Competitive salary and paid time off
  • 401(k) with company match and annual profit sharing
  • Medical, Dental, Vision, Life Insurance, Flexible Spending Accounts, and more
  • Family-friendly environment with a 37.5-hour work week
  • Smart casual dress code
  • Onsite workout facility and sit/stand desks (Waukesha office)
  • Community involvement through creative fundraising and outreach events
  • Company-paid licensing and continuing education
  • Discounted personal auto and homeowners insurance
  • The culture of a close-knit organization with the resources and stability of a large firm

Salary.com Estimation for Vice President of Commercial Service in Waukesha, WI
$205,268 to $341,890
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