Insurance Sales Representative

R&R Insurance Services Inc.; Wisconsin; On-site; USD 60,000 - 80,000; Full time

Job summary

A leading independent insurance agency in the Midwest seeks a Talent Acquisition Partner to drive sales and build client relationships. This role demands strong communication and business development skills, along with a proven sales track record. Join a top agency with uncapped earning potential, comprehensive benefits, and a focus on career development. Apply today!

Benefits

Uncapped earning potential

Comprehensive benefits including medical and 401(k)

Ongoing mentorship and growth opportunities

Qualifications

• Proven track record in sales or business development.
• Entrepreneurial mindset with high self-motivation.
• Ability to foster trust and create lasting relationships.

Responsibilities

• Build and cultivate relationships with prospects.
• Drive business growth through networking and lead generation.
• Deliver tailored insurance solutions to clients.
• Manage and expand the book of business.

Skills

Sales experience

Business development

Client relationship management

Strong communication skills

Negotiation skills

Job description

Overview

Talent Acquisition Partner | Insurance Careers | Let's chat!

Whether you’re experienced in Commercial Insurance, Employee Benefits, or Personal Lines—or ready to break into the industry with the right tools and mentorship—this is your chance to build a successful career with one of the largest and most respected 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 and/or Life & Health license preferred (or willingness to obtain).

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.

About R&R Insurance

R&R Insurance is proudly family-led, Midwest-rooted, and driven by a mission to deliver peace of mind through service, integrity, and expertise. Our award-winning team continues to grow because of our commitment to clients—and to each other.

Join the Knowledge Broker Team and take the next step in your career with R&R.

Apply today!

Seniority level

• Entry level

Employment type

• Full-time

Job function

• Sales

Industries

• Insurance