You have a clear vision of where your career can go. And we have the leadership to help you get there. At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.

Individual contributor responsible for the overall management, business development, analysis and monitoring of a highly complex book of business of Contract Surety accounts. Recognized as a technical expert in an underwriting specialty. Under general management direction, works within broad limits of authority on assignments requiring a high degree of technical complexity and coordination. May have regional, industry segment or company-wide scope.

JOB DESCRIPTION:

Essential Duties & Responsibilities
Performs a combination of duties in accordance with departmental guidelines:

Works on highly complex underwriting risks employing diagnostic and systematic analysis to assess acceptability. Develops specialized endorsement language for highly complex risk.
Determines appropriate pricing of complex risks for assigned book of business based on financial and competitive analysis in line with compliance requirements and with little oversight needed from superiors.
Makes recommendations on underwriting policy and pricing strategy.
Analyzes quality, quantity, and profitability of highly complex risks underwritten; prepares and presents reports to management.
Markets products and services through agencies or through the brokerage community and makes field visits.
Develops and maintains agency and/or broker relationships with large producers within the assigned territory to reach positive and profitable outcomes on complex, high-risk business.
Keeps current on state/territory issues and regulations, industry activity and trends. May participate in industry trade groups.
Mentors and guides less experienced underwriters and assists in the development of underwriting training.
Utilizes advanced functionality in relevant CNA systems to perform day-to-day activities.
Responsible for special underwriting projects and presentations.

Reporting Relationship
Manager or above

Skills, Knowledge and Abilities
1. Advanced technical expertise, underwriting skill and high level of knowledge of insurance and underwriting principles, practices and procedures.
2. Strong communication, negotiation and presentation skills. Ability to effectively interact with all levels of CNA's internal and external business partners.
3. Advanced analytical and problem solving skills, with the ability to manage and prioritize multiple projects.
4. Ability to deal with ambiguous situations and issues.
5. Creativity in resolving unique and challenging business problems.
6. Knowledge of Microsoft Office Suite and other business-related software.
7. Demonstrated leadership skills.

Education and Experience
1. Bachelor's degree or equivalent experience. Professional designations preferred.

2. Typically a minimum eight years underwriting experience.

**Title for this role may flex based on experience and skillset. Alternate titles may include the following: "Underwriter" or "Underwriting Specialist"**

#LI-KE1

#LI-Hybrid

In certain jurisdictions, CNA is legally required to include a reasonable estimate of the compensation for this role. In District of Columbia,California, Colorado, Connecticut, Illinois, Maryland, Massachusetts, New York and Washington, the national base pay range for this job level is $72,000 to $141,000 annually. Salary determinations are based on various factors, including but not limited to, relevant work experience, skills, certifications and location. CNA offers a comprehensive and competitive benefits package to help our employees – and their family members – achieve their physical, financial, emotional and social wellbeing goals. For a detailed look at CNA’s benefits, please visit cnabenefits.com.

CNA utilizes AI-enabled technology during the recruiting process. For more information, please visit our careers page.

CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation, please contact [email protected]

About the company

CNA delivers commercial property and casualty insurance for businesses and professionals in the United States, Canada, and Europe, offering a broad range of standard and specialized products and services. Its products work by risk assessment and underwriting to issue policies that cover property damage, liability, and other risks, with a claims process to compensate losses when incidents occur. Compared with competitors, CNA stands out through its long history of experience, broad product lineup, and international reach, including services tailored for professionals. Its goal is to help businesses manage risk reliably by providing effective coverage and responsive claims support across its covered regions.

Company Size

5,001-10,000

Company Stage

IPO

Headquarters

Chicago, Illinois

Founded

1897

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Simplify's Take

What believers are saying

Q2 2026 net income rose to $321 million, aided by investment income.
Renewal premiums rose 2% in Q2 2026, showing pricing power remains intact.
CNA kept its quarterly dividend at $0.48, signaling steady cash generation.

What critics are saying

Q1 2026 underwriting reserve actions hit excess casualty and professional E&O lines.
September 2026 PFAS and coverage lawsuits keep CNA exposed to defense-cost volatility.
Adverse reserve development and chained toxic-tort verdicts could erase capital and trigger rating pressure.

What makes CNA Insurance unique

125-year-old CNA sells specialized commercial P&C across U.S., Canada, and Europe.
Claire Louko’s August 2026 promotion strengthens North American reinsurance and claims control.
CNA’s disciplined renewal pricing and reserve prudence support underwriting across long-tail specialty lines.

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Benefits

Health Insurance
Dental Insurance
Vision Insurance
Life Insurance
Disability Insurance
Health Savings Account/Flexible Spending Account
Unlimited Paid Time Off
Flexible Work Hours
Remote Work Options
Paid Vacation
Paid Sick Leave
Paid Holidays

Company News

Reinsurance News

Aug 28th, 2026

CNA promotes Claire Louko to SVP, North America Reinsurance.

CNA promotes Claire Louko to SVP, North America Reinsurance. CNA Insurance, a U.S. commercial property and casualty insurance company, has promoted Claire Louko to Senior Vice President, North America Reinsurance. Based in Chicago, Illinois, Louko will be responsible for the teams managing reinsurance services, claims, operations, contracts and the firm's corporate insurance programmes, in addition to her current responsibilities for ceded reinsurance placement. She brings nearly two decades of industry experience, with expertise spanning property and casualty insurance, underwriting, commercial insurance, financial risk and more. Louko has spent the past 12 years at CNA Insurance, most recently serving as Vice President, Head of Ceded Re, North America. Prior to joining CNA Insurance, she spent almost seven years at Liberty Mutual Insurance, where she most recently held the role of Senior Property Underwriter - National Accounts.

The Valdosta Daily Times

May 7th, 2026

2026 ChicagoCISO ORBIE Awards recognize top security executives.

2026 ChicagoCISO ORBIE Awards recognize top security executives. GlobeNewswire | Inspire Leadership Network Yesterday at 11:48am PDT CHICAGO, May 07, 2026 (GLOBE NEWSWIRE) - The 2026 ChicagoCISO ORBIE Awards honored leading chief information security officers (CISOs) from CNA Financial, Paychex, Inc., Intermountain Health, Fitch Group, Hagerty Insurance & Chicago Trading Company for their exceptional leadership. Hosted by ChicagoCISO, a chapter of the Inspire Leadership Network, the prestigious awards honor CISOs who drive business transformation and industry impact. Held at the Chicago Marriott Downtown Magnificent Mile, the ceremony brought together top executives and industry leaders to honor excellence in security leadership across six award categories. "Behind every successful cybersecurity strategy is a CISO leading the vision," said Angela Williams, ChicagoCISO Chair. "The ORBIE Awards are the ultimate recognition program for the leaders behind the work." Meet the 2026 ChicagoCISO ORBIE Award Winners: Walter Lefmann, Director of Security, Chicago Trading Company (ret), received the Leadership ORBIE. Mahmood Khan, SVP & CISO, CNA Financial, received the Super Global ORBIE for organizations over $9 billion annual revenue & multi-national operations. Bradley Schaufenbuel, VP & CISO, Paychex, Inc., received the Global ORBIE for organizations over $5 billion annual revenue & multi-national operations. Erik Decker, VP & CISO, Intermountain Health, received the Large Enterprise ORBIE for organizations over $3 billion annual revenue. Devin Rudnicki, CISO, Fitch Group, received the Enterprise ORBIE for organizations over $2.5 billion annual revenue. Greg Bee, CISO, Hagerty Insurance, received the Large Corporate ORBIE for organizations up to $2.5 billion annual revenue. About the ORBIE: The ORBIE is the preeminent executive recognition for C-suite leaders. Since 1998, the ORBIE Awards have recognized leadership excellence, building relationships between executives and trusted business partners, and inspiring the next generation of executives. Finalists and winners are selected through an independent peer-adjudicated process led by prior ORBIE recipients based on the following criteria: * Leadership and management effectiveness * Business protection created by enterprise security * Engagement in industry and community endeavors ChicagoCISO ORBIE Keynote & Attendance: The keynote address for the ChicagoCISO ORBIE Awards was delivered by Walter Lefmann, Director of Security, Chicago Trading Company (ret), & Michael Phillips, Adjunct Professor, DePaul University, Jarvis College of Computing and Digital Media (CDM). Over 300 guests attended, representing leading Chicagoland organizations and their technology partners. The following partners made the 2026 ChicagoCISO ORBIE Awards possible: * Underwriters: Comcast Business & MajorKey * Gold Partners: Chainguard, Rubrik, Tata Consultancy Services & Tenex.AI * Silver Partners: Cloudflare, DigiCert, Island, Okta, Red Canary, SentinelOne, Sublime Security, Thales Group & Wiz * Bronze Partners: 7AI, American Digital, Between Pixels, ForeScout Technologies, Horizon3.ai, IDMWorks, Trace3 & Varonis * Media Partner: Crain's Chicago Business * Nonprofit Partner: Year Up United About ChicagoCISO: ChicagoCISO is the preeminent peer leadership network of chief information security officers (CISOs) in Chicagoland. As one of over 40 chapters of the Inspire Leadership Network, ChicagoCISO belongs to a national membership organization exclusively comprised of C-suite leaders from public and private businesses, government, education, healthcare, and nonprofit institutions. ChicagoCISO is led by a CISO Advisory Board, with support from an executive director and staff. Underwriter executives support the chapter and ensure the programs remain non-commercial and exclusive to qualified CISOs and members. About Inspire Leadership Network: Inspire Leadership Network is the preeminent peer leadership network of C-suite executives. With nearly 2,000 members across more than 40 local chapters, Inspire members serve public and private businesses, government, education, healthcare, and non-profit institutions. Inspire exists to help leaders thrive in today's most challenging executive roles. This is a paid placement. For further inquiries, please contact GlobeNewswire directly.

CNA

May 4th, 2026

CNA Announces First Quarter 2026 Results

May 04, 2026 CNA announces first quarter 2026 results. CNA FINANCIAL ANNOUNCES FIRST QUARTER 2026 NET INCOME OF $0.78 PER SHARE AND CORE INCOME OF $0.83 PER SHARE * Net income of $211 million versus $274 million in the prior year quarter; core income of $225 million versus $281 million in the prior year quarter. * P&C core income of $248 million versus $311 million, reflects lower underlying underwriting results and unfavorable prior period development partially offset by higher net investment income. * Life & Group core loss of $9 million versus core income of $6 million in the prior year quarter. * Corporate & Other core loss of $14 million versus $36 million in the prior year quarter. * Net investment income of $610 million, reflects an $18 million increase from fixed income securities and other investments to $568 million and a $12 million decrease from limited partnerships and common stock to $42 million. * P&C combined ratio of 102.2%, compared with 98.4% in the prior year quarter, including a 3.6 point impact related to catastrophes compared with 3.8 points in the prior year quarter. The current year quarter also includes an unfavorable impact of 4.1 points from net prior period development driven by excess casualty and professional E&O lines in recent accident years, compared to 2.5 points in the prior year quarter. * Catastrophe impacts of $97 million pretax in both the current and prior year quarters. * P&C underlying combined ratio was 94.5%, compared with 92.1% in the prior year quarter. P&C underlying loss ratio was 64.1% and the expense ratio was 29.9%. * P&C segments generated net written premium growth of 1% in the quarter. P&C renewal premium change of +3%, with written rate of +2%. * Book value per share of $40.13; book value per share excluding AOCI of $45.12, a 1% increase from year-end 2025 adjusting for $2.48 of dividends per share paid. * Board of Directors declares regular quarterly cash dividend of $0.48 per share. CHICAGO, May 4, 2026 - CNA Financial Corporation (NYSE: CNA) today announced first quarter 2026 net income of $211 million, or $0.78 per share, versus $274 million, or $1.00 per share, in the prior year quarter. Net investment losses for the quarter were $14 million compared to $7 million in the prior year quarter. Core income for the quarter was $225 million, or $0.83 per share, versus $281 million, or $1.03 per share, in the prior year quarter. Its Property & Casualty segments delivered core income of $248 million for the first quarter of 2026, a decrease of $63 million compared to the prior year quarter reflecting lower underlying underwriting results and unfavorable prior period development partially offset by higher net investment income. P&C segments generated net written premium growth of 1%. Its Life & Group segment produced a core loss of $9 million for the first quarter of 2026 versus core income of $6 million in the prior year quarter. Its Corporate & Other segment reported a core loss of $14 million for the first quarter of 2026 versus $36 million in the prior year quarter. CNA Financial declared a quarterly cash dividend of $0.48 per share, payable June 4, 2026 to stockholders of record on May 18, 2026. About the Company CNA is one of the largest U.S. commercial property and casualty insurance companies. Backed by more than 125 years of experience, CNA provides a broad range of standard and specialized insurance products and services for businesses and professionals in the U.S., Canada and Europe. For more information, please visit CNA at cna.com. Kelly Messina | Vice President, Marketing [email protected] 872-817-0350 Ralitza K. Todorova | Vice President, Investor Relations & Rating Agencies [email protected] 312-822-3834

CNA Insurance

Underwriting Consultant - Contract Surety

About the job