Insurance Sales Executive

R&R-Insurance-Services,-In; City of Pewaukee (WI); On-site; USD 65,000 - 95,000; Full time

Benefits offered by this job

Medical

Dental

Vision

401(k) with match

Wellness programs

Career development

Recognized Excellence

Job summary

R&R Insurance Services in Waukesha, WI is seeking a Commercial Lines Sales Executive to build and grow a book of business on-site. You will cultivate relationships with new prospects and referral sources, delivering tailored insurance solutions and risk management guidance that align with client goals.

Join a top independent Midwest agency with strong carrier access, uncapped earning potential, and comprehensive benefits.

Qualifications

• Proven track record in sales, business development, or client relationship roles, with a focus on exceeding targets.
• Entrepreneurial mindset, high self-motivation, and drive to succeed.
• Strong communication, presentation, and negotiation skills that enable you to build rapport and influence key decision-makers.
• Ability to foster trust and create lasting relationships with clients from all walks of life.
• Property & Casualty license preferred (or ability to obtain in first 60 days of employment).

Responsibilities

• Build and cultivate meaningful relationships with new prospects and referral sources, fostering long-term trust and credibility.
• Drive business growth by prospecting, networking, and generating leads in your target market.
• Deliver tailored, consultative insurance solutions that align with client needs and long-term goals.
• Manage and expand your book of business with a focus on building sustainable, trust-based client relationships.
• Develop and present customized insurance and risk management strategies for clients, collaborating with internal teams to ensure exceptional service delivery.
• Represent R&R in the community as a trusted expert, enhancing the agency’s reputation and impact.

Skills

Sales experience

Business development

Client relationships

Communication skills

Negotiation skills

Job description

Locations

Showing 1 location Waukesha Office
N14W23900 Stoneridge Dr
Waukesha, WI 53188, USA

• On-site
• Full-Time
• Requisition #: INSUR001645

Description

Commercial Lines Sales Executive – Unlock Your Potential at R&R Insurance Services

Whether you’re an experienced Commercial Insurance professional or a proven sales professional ready to bring your skills into the insurance industry, this is your opportunity to build a successful book of business with one of the largest independent insurance agencies in the Midwest.

What You’ll Do:

• Build and cultivate meaningful relationships with new prospects and referral sources, fostering long-term trust and credibility.
• Drive business growth by prospecting, networking, and generating leads in your target market.
• Deliver tailored, consultative insurance solutions that align with client needs and long-term goals.
• Manage and expand your book of business with a focus on building sustainable, trust-based client relationships.
• Develop and present customized insurance and risk management strategies for clients, collaborating with internal teams to ensure exceptional service delivery.
• Represent R&R in the community as a trusted expert, enhancing the agency’s reputation and impact.

What Sets You Apart:

• Proven track record in sales, business development, or client relationship roles, with a focus on exceeding targets.
• Entrepreneurial mindset, high self-motivation, and drive to succeed.
• Strong communication, presentation, and negotiation skills that enable you to build rapport and influence key decision-makers.
• Ability to foster trust and create lasting relationships with clients from all walks of life.
• Property & Casualty license preferred (or ability to obtain in first 60 days of employment).

Why Join R&R?

• Join One of the Largest Independently Owned Agencies in the Midwest: Proudly serving the region since 1975, with deep local roots and nationwide reach.
• Family-Led Leadership & Collaborative Team: Work within an award-winning environment that values innovation, accountability, and performance.
• Elite Access to Top Carriers: Access to a range of top national and regional carriers, empowering you to offer the best solutions to clients.

Uncapped Earning Potential: Base salary plus commission—your success directly impacts your income.

• Comprehensive Benefits: Medical, dental, vision, 401(k) with match, wellness programs, and more.
• Career Development: Ongoing mentorship and growth opportunities in a culture focused on continuous improvement.
• Recognized Excellence: We are a Top 100 Independent Agency in the U.S. and a Healthiest Employer of the Year.
• Strong Core Values: Respect, trust, customer focus, and continuous growth guide everything we do.
• Investing in Your Success: Reinvestment in the people, tools, and resources you need to succeed and advance in your career.

R&R Insurance has been independently owned and family-led since 1975. As one of the largest independent agencies in the Midwest, we combine the resources, carrier relationships, and expertise of a Top 100 agency with the flexibility to make decisions locally and invest in our people.

We’re continuing to grow by putting clients first, supporting our teams, and giving our people the tools and opportunities to build successful, long-term careers.

Join the Knowledge Broker Team and see what you can build at R&R.

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws.For further information, please review the Know Your Rights notice from the Department of Labor.