Steadily is an insurance technology company that specializes in rental property insurance for landlords. We’re four 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.
Steadily is hiring a Head of Reinsurance and Capacity who will be responsible for laying the runway for us to continue to scale while also managing existing capacity relationships. If you thrive on complexity and lofty goals, this is the role for you. This is an opportunity to bend the growth curve of your career. You will get exposure that could take decades at more established companies. Since we only hire the best, if selected, you'll get to work alongside other team members who are as sharp as you are which will just serve to make you even sharper.
What You'll Do
Secure new capacity at favorable terms to enable the company to continue to scale rapidly while producing excellent loss ratios for our partners.
Successfully lead the renewal of numerous reinsurance programs and capacity contracts.
Manage the day-to-day interactions and relationships with capacity partners such as reinsurance brokers, fronting carriers, carriers, reinsurers, auditors, etc.
Lead the development of a partner portal to provide a best-in-class partnership experience.
Work closely with underwriting, claims, product, actuarial, and finance to ensure profitability and an overall excellent experience for customers.
Assume responsibility for enterprise projects to enhance understanding of how the company operates and drive results.
This position reports directly to the Chief Insurance Officer
Travel - 15%
Your Background
Experienced: You have at least 10 years of experience in reinsurance either as an reinsurance underwriter, a reinsurance broker, or managing reinsurance for a carrier/MGA. You have a lengthy rolodex of industry contacts. You are knowledgeable about property insurance, forecasting, catastrophe modeling, reinsurance terms and structures.
Nice to have: ARe and/or CFA
Self-Driven: You thrive under intense pressure and can manage a large workload and projects with minimal oversight. There is no task too small or beneath you; “that’s not my job” is not in your mantra. You are resourceful and will run through walls to get stuff done.
Communication: This role will require a significant amount of communication inside and outside of the organization. In many environments you will be the face of the company. You are an outstanding communicator and accustomed to working with senior executives.
Insurance: Extensive knowledge of the reinsurance and capacity ecosystem. You are familiar with catastrophe models for peak perils. Your knowledge allows you to seamlessly communicate with reinsurance underwriters, accountants, claims, underwriting, finance, etc.
Project Management: You have above average project management skills. You’re great at moving the ball forward on multiple projects simultaneously. You know how to get a deal across the finish line at financially favorable terms.
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
Top of market salary
Equity in the company
3 weeks PTO + six federal holidays + 15 days work from home annually
Health insurance including Medical, Dental, Vision, Life, Disability, HSA, FSA
401K
Locations
Overland Park, KS
Austin, TX
Generous relocation package offered
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 to learn what we’re all about.
Steadily was awarded Comparably’s Best Company Leadership 2023, Best CEOs for Women 2023, and Best Company for Women 2022
We’re excited to meet you!
(News) |(Clients) | (Employees)
Skills Required
- At least 10 years of experience in reinsurance
- Experience as a reinsurance underwriter, reinsurance broker, or professional managing reinsurance for a carrier or MGA
- Extensive knowledge of the reinsurance and capacity ecosystem
- Knowledge of property insurance
- Knowledge of forecasting
- Knowledge of catastrophe modeling for peak perils
- Knowledge of reinsurance terms and structures
- Strong network of industry contacts
- Outstanding written and verbal communication skills
- Experience communicating with senior executives and external partners
- Above-average project management skills
- Ability to manage multiple projects simultaneously with minimal oversight
- ARe designation
- CFA designation
Steadily Insurance Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Steadily Insurance and has not been reviewed or approved by Steadily Insurance.
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Fair & Transparent Compensation — Pay is considered strong and positioned as top‑of‑market, with explicit messaging about benchmarking to beat competing offers. Candidates can opt to trade some salary for equity, signaling a clear pay philosophy and choice.
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Equity Value & Accessibility — Equity grants are commonly included and highlighted across roles, and new hires can exchange salary for additional options. This positions ownership as a meaningful part of total rewards.
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Career-Linked Recognition & Rewards — High performers in sales and some customer-facing roles can achieve strong total earnings through base plus commission and performance upside. Role descriptions emphasize substantial on‑target earnings potential to align rewards with results.
Steadily Insurance Insights
What We Do
We built Steadily to serve landlords who want their insurance to work like other modern tools they love: fast and affordable with excellent service. We're headquartered in Austin, Texas where we combine our decades of insurance experience with strong tech and design to delight our customers








