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Salary
$97k – $189k per year
Location
In office (Chicago)
Seniority
Architect · 10+ years exp
Employment
Full-Time

Confirmed on the employer's own hiring board on Nov 3, 2026. First seen by Alion on Oct 21, 2026. CNA scores A on the Alion truth index.

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CNA

CNA is a commercial property and casualty insurance company headquartered in Chicago, Illinois, providing standard and specialty insurance products and services for businesses and professionals in the US, Canada and Europe. Founded in 1897 and majority-owned by Loews Corporation, it is listed on the New York Stock Exchange and operates regional offices such as Plano, Littleton, Downers Grove, New York, Los Angeles, Atlanta and Boston. Hiring covers underwriters, claims specialists and consultants, client services managers, litigation attorneys, financial analysts, business intelligence developers and other technology staff.

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.

CNA’s Healthcare Underwriting Team is seeking a strategic and collaborative leader to help guide the Aging Services Retail portfolio. This individual will have leadership responsibility for a portion of the Aging Services Retail East Team and will work in close partnership with the Aging Services AVP to co-lead the team. Together, they will drive business results, team development, and strategic growth through retail agency and broker distribution partners.

JOB DESCRIPTION:

Performs a combination of duties in accordance with departmental guidelines:

  • Shares leadership responsibility for the Aging Services Retail East Team, with direct oversight of a portion of the team’s underwriters.
  • Collaborates with the Aging Services AVP to co-lead the team, ensuring alignment with CNA’s strategic direction and business goals.
  • Coaches, mentors, and develops underwriters and contributes to the design and delivery of underwriting training and development programs.
  • Drives profitable growth through retail agency and broker distribution partners and key relationship management across the East region.
  • Participates in the development and execution of underwriting policy, marketing initiatives, and business strategy.
  • Develops and implements operating plans to enhance business performance and meet strategic objectives.
  • Executes portfolio management strategies to achieve growth and profitability targets.
  • Represents the Aging Services Retail team at industry conferences and events and remains current on regulatory, market, and competitive trends affecting the East region.
  • Collaborates with senior management on complex underwriting risks, applying advanced analysis to assess risk acceptability.
  • Determines appropriate pricing for complex risks based on financial and competitive analysis and in compliance with regulatory requirements.
  • Acts as a change agent for the Aging Services Retail team and the CNA enterprise, supporting the adoption of new technologies and strategic initiatives.
  • Exemplifies excellence in underwriting, leadership, distribution, documentation, and team development.

May perform additional duties as assigned.

Reporting Relationship

AVP, Underwriting or above

Skills, Knowledge & Abilities

  • Ability to effectively lead, coach, and develop an underwriting group.
  • Excellent communication, negotiation, and presentation skills, with the ability to interact effectively with all levels of CNA's internal and external business partners.
  • Senior-level technical and business management acumen, underwriting skill, and knowledge of insurance and underwriting principles, practices, and procedures.
  • Excellent analytical and problem-solving skills, with the ability to manage multiple projects and teams.
  • Ability to navigate ambiguous situations and issues.
  • Creativity in resolving unique and challenging business problems.
  • Ability to achieve results by taking a proactive, long-term view of business goals and objectives.
  • Knowledge of Microsoft Office Suite and other business-related software.

Education & Experience

  • MBA or its equivalent in experience. Professional designations preferred.
  • Typically a minimum of ten years of underwriting experience with a proven track record of results.

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$97,000 to $189,000 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]

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