discussion session at summerschool

About Summer School

This six-session series, June — August, includes a tactical leadership workshop and discussion, experiential elements and facilitated networking. Over the course of the series you will develop a new professional network of like-minded professionals and a tool box of tactical best practices.

Download your printable version of Crain's Summer School overview

Interested in learning more or have questions? Contact CrainsAcademy@crain.com


  • The power of failing and learning at work
  • Leveraging and navigating information overload
  • The changing landscape and your career trajectory
  • Getting excited about Gen Z
  • How to have a difficult conversation
  • Building an emotional healthy workplace


Professionals across for-profit, non-for-profit and government sectors.


Six Session Package $995 - includes all sessions, program fee, materials and lunch.


All sessions are held at Crain's Cafe, 150 N. Michigan Ave. Sessions run Noon — 1:15pm.

Café opens at 11:30am for early birds to network.

Wednesday, June 6
Wednesday, June 20
Wednesday, July 11
Wednesday, July 25
Wednesday, August 8
Wednesday, August 22


Todd ConnorTodd Connor, MBA, Co-Facilitator

Todd Connor is a former management consultant, U.S. Navy veteran, and a reputable leader in both the public and private sector. He is a two-time entrepreneur and has helped lead the design of experiential career development programs for Crain's Chicago Business. His expertise brings together the best of networking, experiential learning, and civic exposure to deliver post-academic professional value for participants.

Todd is the co-founder of The Collective Academy, formally Flank 5 Academy, a professional development strategy firm, as well as The Bunker, an entrepreneurial support organization for military veterans at 1871.

Todd holds a BA from Northwestern University and an MBA from the University of Chicago.

Emily DrakeEmily Drake, LPC, Co-Facilitator

Emily Drake is partner and CEO of The Collective Academy, formally Flank 5 Academy, working with Todd to deliver career and professional development solutions that benefit the individual and ultimately the greater community. She is a former public relations executive and non profit director and has helped launch large-scale initiatives and programs that are regularly "first-ever" within organizations.

As a licensed therapist, Emily's expertise is creating and implementing holistic career fulfillment strategies that center around strengths, purpose and potential.

Emily holds a BA from Augustana College and an MA from Northeastern Illinois University.

Amy ShivversAmy Shivvers, Managing Director Crain's Academy, Crain's Chicago Business

Amy Shivvers is a member of the Crain's Chicago Business management team. She joined Crain's in 2001 as Marketing Director and in 2010 became the first director of events. Under her leadership, Crain's has seen dramatic revenue growth of Crain's event business. Under Amy's leadership, Crain's now produces more than 15 events a year on a variety of industry-specific and general business topics.

In 2015, Amy led the publication's expansion into the executive education business with the launch of the Crain's Leadership Academy, a professional development program designed for up-and-coming young managers; it combines leadership lessons from top Chicago business executives, self-assessment tools, peer networking and civic engagement. Since its start, more than 250 young and mid-level leaders from corporate, nonprofit and government institutions have graduated from the program. In 2016, Amy was promoted to Managing Director of Events and Executive Education. In this broader role Amy will drive major expansion of Crain's leadership programming with offerings for new hires to CEOs.

Enroll - Inquire

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