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Women in Insurance Live 2026 draws the largest audience in Chicago to date.

The recent Women in Insurance Live event in Chicago, held on September 16, attracted over 500 leaders for a day filled with insightful discussions and networking opportunities. The event highlighted candid conversations on the industry’s future and the importance of mentorship.

Highlights from the Event:

  • A Focus on Transparency: Keynote speakers like Katie Flynn emphasized the need for clear communication and navigating uncertainty without complete information.

  • Embracing Change: Discussions around artificial intelligence revealed a common concern among leaders regarding transformation within the industry, with a focus on mentorship and retaining talent.

  • Responsibility of Senior Women: Many attendees shared experiences of lacking mentorship, underscoring a collective commitment to support the next generation in their careers.

  • Empathy as Strength: Karen Latona challenged traditional views on leadership, arguing that empathy is a crucial leadership trait.

Looking Ahead

The event reinforced the importance of community within the insurance industry, promising to return next year and promising engaging conversations that foster growth and collaboration.

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