Sales Representative - Insurance Training Provided

Job Description

Job Description

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 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 , and 63rd on the prestigious Inc 5000 Fastest Growing Companies list . We've also been recognized as one of the Best Landlord Insurance Companies in 2026 by CNBC , a Top 2025 Startup in Newsweek , in Investopedia's Best Landlord Insurance Companies , and we won Austin Business Journal's Best Places to Work in 2025 .

We're excited to meet you!