Sales Representative – Insurance Training Provided

Location: Overland Park, KS (Kansas City Metro) Employment Type: Full-time, In-Office Department: Sales Salary: $60K base salary + uncapped commission, averaging $100K-$200K+ (top agents earn $200K+) 🚀 Launch your sales career with Steadily! We’re hiring motivated Sales Representatives to join our growing team in the Kansas City area.

No insurance license required — we’ll pay for your training and licensing so you can hit the ground running. WHY JOIN STEADILY?

• High Earnings Potential: Top agents earn $200,000+ - $80,000 - $175,000 total compensation (competitive base + uncapped commission).. Includes a higher than industry standard base salary of 60k.
• Career Growth: Paid training, licensing, and opportunities to advance.
• Work with the Best: Join a top-performing sales team in a fast-growing insurtech company. YOUR BACKGROUND
• Experience: 2+ years in a customer facing role (insurance experience a plus, but not required).
• Tech-Savvy: Strong computer skills, ability to adapt to new tools quickly.
• Driven & Competitive: Motivated by sales goals and uncapped commission.
• Self-Starter: Takes initiative and thrives under accountability.

COMPENSATION

& BENEFITS

• High Earnings Potential: $60K base salary + uncapped commission, averaging $100K-$200K+ (top agents earn $200K+)
• Equity: Stock options in a fast-growing company
• Time Off: 3 weeks PTO + 6 federal holidays
• Insurance: Medical, dental, vision, life, disability, HSA, FSA
• Retirement: 401(k)
• Perks: Free snacks, team lunches, collaborative office culture LOCATION
• Overland Park, KS
• Steadily is building a workplace environment of team members who are passionate and excited to be together in person. Our office is in Overland Park, and is key to our fast-paced growth trajectory. WHY JOIN STEADILY
• Good company. Our founders have three successful startups under their belt and have recruited a stellar team to match.
• Top compensation. We pay at the top of the Kansas City market (see comp).
• Growth opportunity: We’re an early-stage, fast-growing company where you’ll wear a lot of hats and shape product decisions.
• Strong backing. We’re growing fast, we manage over $20 billion in risk, and we’re exceptionally well-funded.
• Culture: Steadily boasts a very unique culture that our teammates love. We call it like we see it and we’re nothing if not candid. Plus, we love to have a good time. Check out our culture deck http://steadily.com/culture to learn what we’re all about.
• Awards: We've been recognized both locally and nationally as a top place to work. Recently we were ranked 16th on Forbes' 2026 Best Startup Employers list https://www.forbes.com/lists/americas-best-startup-employers/, and 63rd on the prestigious Inc 5000 Fastest Growing Companies list https://www.steadily.com/press/inc-5000. We've also been recognized as one of the Best Landlord Insurance Companies in 2026 by CNBC https://www.cnbc.com/select/best-landlord-insurance-companies/, a Top 2025 Startup in Newsweek https://rankings.newsweek.com/americas-greatest-startup-workplaces-2025, in Investopedia's Best Landlord Insurance Companies https://www.investopedia.com/the-best-landlord-insurance-11705333, and we won Austin Business Journal's Best Places to Work in 2025 https://www.bizjournals.com/austin/c/best-places-to-work-austin-2025/35046/steadily-is-one-of-austins-best-places-to-work.html. We're excited to meet you!