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Commercial Insurance Underwriter/Broker

L5

ck specialty insurance associatesChicago, IL3 days ago

Occupations

Insurance UnderwritersInsurance Sales AgentsFinancial Risk Specialists

Industries

Insurance Agencies and BrokeragesDirect Property and Casualty Insurance CarriersAll Other Insurance Related Activities
Who We Are: CK Specialty is an established, family-owned wholesale insurance brokerage specializing in Excess & Surplus (E&S) commercial insurance. For more than 20 years, we've partnered with independent retail agencies across the country to place complex and hard-to-insure risks. Our continued growth is built on strong relationships, responsive service, and deep expertise in the E&S marketplace. As a privately owned company, we make decisions quickly and give our brokers the freedom to take ownership of their business. You'll have direct access to experienced leadership and the opportunity to build and grow a profitable book of business.
What You'll Do: Develop and maintain relationships with retail insurance agencies. Evaluate commercial risks and determine marketability and coverage strategy. Analyze submissions, identify underwriting concerns, and structure solutions for complex E&S risks. Market submissions to E&S carriers and negotiate pricing, terms, and coverage. Present coverage recommendations and underwriting solutions to retail agents. Manage accounts from submission through binding. Build and grow a profitable book of business. Stay current on carrier appetite, underwriting guidelines, and market trends.
What We're Looking For:
  • Experience in commercial insurance, brokerage, underwriting, or a related role, with a desire to continue developing your expertise.
  • An understanding of commercial insurance risks and coverage, or the ability and willingness to learn quickly.
  • Strong analytical and problem-solving skills, with the ability to evaluate accounts and identify solutions.
  • Relationship-building skills and an interest in developing long-term retail agency partnerships.
  • An interest in both underwriting and business development, with the drive to build and grow a profitable book of business.
  • Self-motivated, organized, and comfortable working independently in a fast-paced, entrepreneurial environment.
  • A proactive, growth-oriented mindset with the initiative to take ownership of your success.
  • An active Property & Casualty license preferred, or the ability to obtain one.
  • This Role May Not Be the Right Fit If...You're looking for a traditional desk underwriting role with no production expectations.
  • You're looking for a service-only position focused primarily on account management.
  • You prefer highly structured environments with limited autonomy.
  • You're not comfortable building relationships, developing business, and taking ownership of results.
  • You prefer working only with standard risks rather than complex E&S placements.
  • Why CK Specialty?
  • Established, family-owned wholesale brokerage with a strong reputation in the E&S market.
  • Entrepreneurial culture where your ideas are valued and decisions happen quickly.
  • Remote-first team with flexibility and autonomy.
  • Direct access to leadership
  • Access to a broad network of E&S carrier markets.
  • Competitive base salary plus uncapped commission.
  • Comprehensive benefits, paid time off, and opportunities for long-term career growth.
  • We're looking for professionals who want to grow with a company that values initiative, rewards performance, and gives brokers the tools and freedom to succeed.
Apply now (opens in a new tab)
Apply now (opens in a new tab)

Level

SeniorL5

Location

Chicago, IL

Occupation

Insurance Underwriters

Industry

Insurance Agencies and Brokerages

Posted

3 days ago

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