Job Description Insight Global is looking for an entrepreneurial E&S Underwriter to help shape the next chapter of our company. This is not a plug-and-play underwriting role - it’s an opportunity to be part of a small, highly empowered team building a modern E&S platform in one of the fastest-growing segments of the insurance market. As an Underwriter at this company, you’ll have real ownership. You’ll manage a portfolio, assess and price risk, recognize exposures, structure thoughtful coverage solutions, and partner closely with our broker partners to grow profitable, sustainable business. Your decisions matter, and you’ll be accountable for outcomes. We’re looking for someone who enjoys problem-solving, thrives in a fast-moving environment, and has a strong bias for action. The work is challenging - and intentionally so - but also deeply rewarding. If you’re excited by the idea of building, believe the industry can be better, and have felt frustrated by the slow pace of change, we’d love to talk. What you bring - Experience: 3+ years underwriting E&S (excess & surplus) commercial insurance. Candidates with 3+ years brokering E&S commercial insurance will be considered, if technical risk analysis skills are strong. - Technical: Embrace the idea of adapting to new technology and systems, early adopter mentality. - Cross-functional chops: Proven ability to partner with other key roles - including product management and technology. - Mindset: Builder’s mentality - has a strong bias for action, and embraces the idea that no two days are similar when building and scaling an AI-driven insurer. We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/. Skills and Requirements - 3+ years of underwriting E&S (excess and surplus) commercial insurance - Ability to work on site in Madison, WI - Excellent communication skills - verbal and written