Now Hiring - Waypoint Insurance Midwest LLC - B2B Sales Executive in Overland Park, KS

Full description of the position

Sales Executive B2B Waypoint Insurance Midwest | Overland Park, KS (Onsite) Are you a competitive, relationship-driven sales professional who thrives on winning new business and closing deals? If you enjoy being in front of decision-makers, building real relationships, and earning uncapped upside for your performance, this role was built for you. Waypoint Insurance Midwest is a locally owned, fast-growing independent insurance agency , and we're expanding our commercial B2B sales team. We partner with top national carriers to design smart, customized property and casualty insurance solutions for businesses across the Kansas City metro. This is a hands-on, in-person sales role based in our Overland Park office, with daily prospecting, face-to-face meetings, and real autonomy to run your territory. No prior insurance experience? No problem. We train the right sales mindset. Why You'll Love This Role

• $80,000 first-year on-target earnings
• $60,000 base + commission
• Significant upside beyond year one
• Clear path for career growth and advancement
• Paid training and licensing support
• 15 days of paid time off
• 7 paid national holidays
• Mileage reimbursement for local travel
• Supportive, energetic team culture
• Full-time, in-person position (no remote) What You'll Be Doing
• Prospect and generate new commercial business through in-person and phone outreach
• Meet directly with business owners and decision-makers
• Identify risk exposures and recommend tailored insurance solutions
• Present, negotiate, and close commercial insurance accounts
• Partner with internal account managers and underwriters to deliver excellent client service
• Support onboarding, renewals, and long-term client relationships
• Contribute to marketing and sales initiatives that drive growth What We're Looking For
• 2+ years of sales experience (B2B preferred)
• Competitive, self-motivated, and goal-oriented mindset
• Strong interpersonal and communication skills
• Organized, detail-oriented, and disciplined with follow-up
• Comfortable prospecting and closing business
• Strong computer skills and ability to learn multiple systems
• High school diploma required; bachelor's degree preferred
• Valid driver's license
• Ability to obtain Property & Casualty Insurance License within 90 days (we support this) Who Thrives Here This role is ideal for someone who:
• Enjoys being out in the field, not stuck behind a desk
• Wants control over their income and career path
• Takes pride in winning business the right way
• Is energized by a fast-paced, growth-focused environment Ready to build a long-term sales career with real upside? Apply today by submitting your resume and a brief summary of why this opportunity interests you. We're excited to meet driven sales professionals who want to grow with us. Job Type: Full-time Pay: $60,000.00 - $89,000.00 per year

Benefits

:

• Mileage reimbursement
• Paid time off
• Paid training
• Travel reimbursement Education:
• Associate (Preferred) Experience:
• B2B sales: 1 year (Required) Location:
• Overland Park, KS 66210 (Preferred) Ability to Commute:
• Overland Park, KS 66210 (Required) Work Location: Hybrid remote in Overland Park, KS 66210