Prairie Land Insurance Agency
Madison, Wisconsin
04/24/2026
Full time
Job DescriptionJob Description Prairie Land Insurance Agency is a family-owned agency with deep roots in the community, founded in 1986 and proudly serving clients for nearly four decades. Today, the agency is a close-knit, three-person team where collaboration, trust, and relationships matter. We believe enjoying your work shows through in every client interaction. Our focus is not on being the biggest agency, but on being one of the best for both clients and employees. We are seeking an Insurance Sales Representative who enjoys helping people, building long-term relationships, and working as part of a supportive team. This is not a high-pressure or cutthroat sales environment. Sales here is collaborative, relationship-focused, and built on trust. You will work closely with clients to protect what matters most while growing a book of business you can be proud of. First-year earnings of $40,000 to $60,000 Paid commissions on renewals Health and disability insurance 100% paid by employer Paid time off, paid sick leave, and paid holidays 401k with 3% employer match Office snacks and coffee If you want a welcoming workplace where sales is about helping people, apply today! Benefits Annual Base Salary + Commission + Bonus Opportunities Paid Time Off (PTO) Flexible Schedule Health Insurance Disability Insurance Tuition Reimbursement Career Growth Opportunities Evenings off Weekends off Bonus Opportunities Paid on Renewals Licensing Assistance Work-Life Balance Holidays Off Paid Holidays 401k Plan Professional Development Mentorship Continuing Education Opportunities Performance Bonuses Professional Work Environment Paid Parking Equipment Provided Office Snacks and Coffee Paid Sick Leave Personal Workspace Responsibilities Prospect, quote, and sell personal and commercial lines policies Develop new business through referrals, inbound leads, and outreach Identify cross-sell and upsell opportunities Build and maintain strong client relationships Work with carriers to secure competitive coverage Requirements Active insurance license Consultative, relationship-first sales mindset Strong communication skills, written and verbal Organized with strong attention to detail Self-motivated and team-oriented Customer-first attitude focused on trust and long-term value