Associate Underwriter – Overland Park, KS (Kansas City Metro)
Location: Overland Park, KS (Kansas City Metro)
Employment Type: Full-time, In-Office
Department: Underwriting & Claims
Salary: $70,000–$85,000/year + equity
Steadily is hiring an Associate Underwriter to join our underwriting team in the Kansas City metro area. This is a great opportunity for an insurance professional with at least one year of experience who wants to deepen their underwriting expertise in a fast-growing insurtech company.
You’ll help us write profitable business, support our agents and customers, and ensure we deliver world-class service to landlords nationwide. You’ll be surrounded by high-performing teammates and gain hands-on experience in modern underwriting practices at one of the most innovative companies in landlord insurance.
This is a full-time, in-office position based in Overland Park, KS.
As an Associate Underwriter, you will:
- Learn and apply the underwriting appetite and guidelines of our programs — we aim to say yes whenever possible while mitigating risk
- Work closely with underwriters on endorsements, inspections, renewals, applications, and quotes
- Provide timely support to internal and external agents, often addressing time-sensitive requests that help define our brand
- Process work across internal systems including Salesforce; quickly become a subject matter expert on our platforms
- Troubleshoot complex customer service and underwriting issues such as billing, inspections, nuanced customer situations, and risk profiles
- Maintain high standards of accuracy in documenting underwriting files in our policy administration system
What We’re Looking For
- At least 1 year of experience in an insurance environment, ideally in property & casualty
- Basic understanding of insurance coverage, products, and carrier rating engines; experience with dwelling fire or homeowners underwriting a plus
- Superior verbal and written communication skills; able to remain calm, clear, and professional under pressure
- Strong computer skills; quick to learn new software and adept with online tools
- Thrives under pressure, manages a large workload independently, and never says “that’s not my job”
- You’re hungry to accelerate your career growth at an early-stage tech company; you’re motivated to hustle and make an impact
Compensation & Benefits
- Salary: $70,000–$85,000 per year
- Equity: Stock options in a fast-growing company
- Time Off: 3 weeks PTO + 6 federal holidays
- Benefits: Medical, dental, vision, life, disability, HSA, FSA, 401k
- Perks: Free snacks, team lunches, collaborative culture
Location & Schedule
- Office located in Overland Park, KS (Kansas City Metro)
- In-office schedule required; standard Monday–Friday business hours
Steadily is building a workplace environment of team members who are passionate about working together in person. Our Kansas City office is central to our 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. We were named a Top 2025 Startup in Newsweek, winner of Austin Business Journal’s Best Places to Work in 2025, recognized in Investopedia’s Best Landlord Insurance Companies, ranked No. 6 on Inc’s list of Fastest Growing Regional Companies, 44th on Forbes’ 2025 Best Startup Employers list, and 63rd on the prestigious Inc 5000 Fastest Growing Companies list.
We’re excited to meet you!