Steadily

Insurance Sales Agent Development Program at Steadily (Overland Park, KS)

Steadily· Overland Park, KS·

Role details

Employment
Full-Time

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 Agents to join our growing team in the Kansas City area. No insurance license or sales experience 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+
  • 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 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 forbes.com/, and 63rd on the prestigious Inc 5000 Fastest Growing Companies list steadily.com/inc-5000. We've also been recognized as one of the Best Landlord Insurance Companies in 2026 by CNBC cnbc.com/, a Top 2025 Startup in Newsweek rankings.newsweek.com in Investopedia's Best Landlord Insurance Companies investopedia.com and we won Austin Business Journal's Best Places to Work in 2025 bizjournals.com

We're excited to meet you!

Why work at Steadily

  • Culture highlights: Steadily is recognized as an award-winning workplace, ranking #16 on the 2026 Forbes America's Best Startup Employers list and winning local "Best Places to Work" awards in both Austin and Kansas City. The company promotes a culture of growth, innovation, and professional development.
  • Remote/hybrid/office policy: The company has two primary office locations: Austin, TX (HQ) and Overland Park, KS (Kansas City metro area). Roles are likely office-based or hybrid, with a focus on in-person collaboration.
  • Notable perks or engineering culture:
    • Top-of-market compensation and startup equity.
    • Flexible time off.
    • Paid parental leave.
    • Health, Dental, and Vision insurance.
    • 401k plan.
    • Continued education support (courses and seminars).
    • Snacks and beverages in the office.
    • Summer internship program for recent graduates.
    • The company is actively hiring across engineering, product, operations, sales, and partnerships.

Application questions