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We’re Building the Company We Always
Wanted to Work For. Join Us!
At Skyward Specialty, our people are our greatest strength. We are a values-driven company built on a foundation of collaboration, innovation, and integrity. From day one, we set out to create the workplace we always wanted—one where talented individuals can thrive, bring their authentic selves to work, and make a meaningful impact. Here, you’ll find a dynamic, supportive environment that encourages growth, celebrates differences and fosters excellence. If you’re looking for a career where you can be inspired, challenged, and empowered, Skyward Specialty is the place for you.
Explore the career journeys of our colleagues and how they are reaching their limitless potential at Skyward Specialty.
Click on Maggie, Kourtni and Jose to learn more.
“I think the key to cultivating a successful career is to take advantage of the talent around you, especially in a flat organization when access to leadership team is readily accessible. Find a mentor, ask questions, learn from them. Also, don’t be afraid to let your voice be heard. At Skyward Specialty, leadership appreciates and values ideas and wants to hear from its employees.”
Maggie Donohue – Senior Vice President, Professional Liability
Director of Underwriting
Assistant Vice President
Vice President
Senior Vice President
“Skyward Specialty is unique because of its commitment to being a learning organization. If there is an area in which an employee seeks to improve, there are many, many resources available. Also, our culture is influenced and supported from the top down. Members of our leadership team truly shown their belief than Skyward Specialty’s secret ingredient is its people.”
Kourtni Mason – Senior Surety Counsel
Associate Attorney
Surety Counsel
Senior Surety Counsel
“Skyward Specialty enables employees to fully leverage the many benefits and opportunities to grow in your role that the Company offers. By embracing opportunities, connecting with others and collaborating on initiatives outside your specific role can significantly enhance your career development and contribute effectively to the dynamic environment at Skyward Specialty.”
Jose Aguilar – Vice President, Product Development
Product Manager
Compliance Manager
Managing Director
Vice President
