Assistant Underwriter

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

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.

Steadily is hiring an Underwriting Assistant who is the very best at what they do. You'll be surrounded by team members who are also the very best at what they do which will just make you even better. You will be responsible for ensuring we are growing, writing profitable business, and making sure client requests are addressed quickly and effectively.

What You'll Do

• You will know the underwriting appetite and guidelines of our various programs intimately. We are not a “Dr. No” underwriting shop. We try to say yes as often as we can while mitigating risk.
• You will work closely with the underwriting team in reviewing endorsements, tasks, renewals, applications, quotes, etc.
• Provide impeccable support to internal and external agents which often includes addressing time-sensitive requests outside of normal business hours. We are reimagining what a modern underwriting department looks like and building a brand. You will be one of the faces of that brand.
• Process work in various internal systems including Salesforce. You will quickly become an SME on our internal platforms.
• Problem solve complex customer service and underwriting issues such as billing support, incomplete or delayed inspections, nuanced customer situations and risk profiles, etc.
• Maintain a high degree of accuracy in documenting underwriting files in our policy administration system.
  
  

Your Background

• Experience: You may not have direct experience in insurance or underwriting, but you bring relevant skills and the eagerness to learn quickly. Experience in environments that require high attention to detail, problem-solving, and customer-focused decision-making is a plus.
• Communication: You possess superior verbal and written communication skills. You can communicate concisely and diplomatically, maintaining a calm demeanor and professional communication.
• Digital: You have above average computer skills. You’re great at independently learning new software quickly and are savvy using online resources.
• Self-Driven: You thrive under intense pressure and can manage a large workload with minimal oversight. There is no task too small or beneath you; “that’s not my job” is not in your mantra.
• Hungry: You want to make the leap into an earlier-stage tech company to rapidly accelerate your growth. You want to roll up your sleeves and hustle – you are not looking for a traditional 9-5 job.
  
  

Compensation And Benefits

• Salary $65,000 per year
• Equity in the company
• Three weeks of PTO paid holidays
• Health Insurance
• 401K
• Free snacks and regular team lunches
  
  

Locations

• Overland Park, Kansas (Kansas City Metro)
  
  

Why Join Us

• 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.
• 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.
  
  

We’re excited to meet you!

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Compensation Range: $65K