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Different makes a difference

Skyward Specialty, named a “Best Place to Work in Insurance” for 2023, is not like mainstream insurance companies, in a good way. In fact, we’re different from most others in our industry in just about every way. We have the spirit of a start-up with the security of nearly a billion dollars in written premium. If you are looking to make a difference in our customers’ lives and in your career, you have come to the right place. Build your career at Skyward Specialty and here’s what you can expect.

Lively Collaboration

We are committed to bettering ourselves and supporting that same spirit in each other, and we have fun doing it.

Professional Treatment

If you’re hired here, you’re already an accomplished professional. As such, you will be treated with trust and respect to allow you to perform at your highest level and to put your expertise into play.

Entrepreneurial Spirit

We do not aspire to become a big wooly mammoth of an insurance company. We are scrappy, nimble, creative and ready to rock.

Strategic Career Growth

We are a learning organization where employees are given the latest tools and technology to expand their skill sets. With our learning platform, SkyHigh™, employees are empowered to strategically grow their career skyward.

Specialty Focus

We are not trying to be everything to everybody. We are focused on being the best and ruling the markets we serve. 

Impassioned Inclusion

We avidly seek a rich diversity of thought, backgrounds and perspectives. Every one of us makes everyone else better.

winning and compassionate

Skyward Specialty was named a “Best Places to Work in Insurance” for 2023 by Business Insurance. 

We share this recognition with all of our employees who are instrumental in our success. Together we have built a compassionate and winning culture that has become the hallmark of our organization and the extraordinary environment we have built. We are building the Company we always wanted to work for! 


Our values are the cornerstone of how we operate here at Skyward Specialty.

We are a culture-driven Company focused on building the company we’ve always wanted to work for. Our values allow us to challenge the status quo and stand out among others in the industry, making us an employer of choice.

Chief People and Administrative Officer, Tom Schmitt, lays out those values, what they mean to us and how they guide our employees in everything we do.

See Current Openings

Check out positions that are open now, but also be sure to check back often. We are a fast-moving Company, and we’re building a top-tier team to drive that growth.

Do you think bigger than what is common for the insurance industry? Are you highly motivated to build something great? If so, then this could be the beginning of something great, for you and Skyward Specialty. See what we’re building and where you fit in below. 

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