Name: Talk Shop: Chicago Chiefs of Staff Meetup
Start: 2026-08-20T17:30:00.000-05:00
End: 2026-08-20T19:30:00.000-05:00
Location: Chicago, IL

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Ask a Chief of Staff

​​​​🗓️ Join us on August 20th!

Join us for a fun and casual "Talk Shop" Happy Hour where you can mingle, network, and share ideas with other Chiefs of Staff in Chicago.

Whether you’re looking to meet fellow Chiefs of Staff, exchange stories from the role, or simply enjoy an evening with peers who understand the work, this is a relaxed space to build meaningful connections over drinks and conversation.

Chicago Chiefs of Staff Networking Group is a private community built for professionals in the Chief of Staff role across the Chicago area. As the CoS function continues to grow across organizations, this group was created to give local Chiefs of Staff a dedicated space to connect, share insights, and support one another. Members come together through occasional in-person meetups and ongoing online discussion to exchange practical learnings, trade feedback, and build genuine relationships—all within a confidential, trust-based environment. Whether you're new to the role or a seasoned CoS, the group aims to strengthen the profession in Chicago by fostering candid peer exchange and a strong sense of community.

Ask a Chief of Staff is a premier executive search and career development platform dedicated to placing top-tier Chiefs of Staff and empowering professionals in strategic leadership roles. We serve ambitious professionals and high-growth companies by offering executive recruiting, mentorship programs, and career resources tailored to Chiefs of Staff. By addressing the lack of structured career paths for this role, we provide guidance, connections, and opportunities that accelerate leadership development and organizational success.