Sales Representative – Insurance Training Provided - Overland Park, KS (Kansas City Metro)

🚀 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.

• Strong Benefits: Medical, dental, vision, 401K, equity, PTO, and more.

• Culture & Recognition: Steadily was awarded Top 2025 Startups in Newsweek, 2025 Best Landlord Insurance Company by Investopedia, #6 on INC Regional’s Fastest-Growing Companies, a Winner of Austin Business Journal’s 2025 Best Places to Work, and #44 on the 2025 Forbes List of Best Startup Employers.

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

• Pay: Top agents earn $200,000+

  • $80,000 - $175,000 total compensation with no cap on commission earning. Includes a higher than industry standard base salary of 60k.

• Benefits: Equity, 401K, Medical, Dental, Vision, Life Insurance, 3 weeks PTO.

• Licensing: We cover training + P&C licensing costs (including non-resident licenses).

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.

About Us

Steadily is an insurance technology company that specializes in rental property insurance for landlords. We’re five years old, just over 160 people, manage $20B in risk, and are intent on becoming the world’s best and largest insurer of rental properties.

We exist to deliver fast, affordable insurance and to pay claims quickly and fairly. To do that, we hire the best engineers, actuaries, sales, and service people in the country to build the experience that we’d want if we were the client.

• You'll be in good company. Our founders have three successful startups under their belt and have recruited a stellar team to match.

• We pay top of market (see comp).

• We're earlier stage, so you'll get to wear a lot of hats and shape product decisions.

• We have a good time. Culture matters a ton to us.

• We're growing fast and are exceptionally well-funded.

• Steadily boasts a very unique culture that our teammates love. We call it like we see it and we’re nothing if not candid. Check out our culture deck here to learn what we’re all about.

We’re excited to meet you!

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