discussion session at apprenticeship

About Apprenticeship

An intensive full-day program designed for young professionals to discover individual strengths, interests, values and unique expertise with the lens of professional development.

This program is a great starting place for professionals with less than 5 years in the workforce (under 30 years old) to come together to focus on Strengths + Strategy - a conversation that is forward-looking and intentional to set the stage for their professional career.

This program is a great first step and introduction to Crain's Academy as well as a foundational program for Crain's Leadership Academy which caters to mid and senior leaders.

This one-day is packed with curriculum and deliverables, including StrengthFinder assessment, career management skills, and will provide a new cross-industry professional network.

Download your printable version of Crain's Apprenticeship overview


Young professionals with less than 5 years in the workforce, under 30 years old, across for-profit, non-for-profit and government sectors. 

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


$1,200 - includes program fee, materials, assessment, meals and a guest ticket to attend one Crain's Summer School session.


Friday, May 18, 8:30am -5pm at Crain's Cafe, 150 N. Michigan Ave.


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

Inquire to learn more about the program or start your enrollment process now.