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Military Leaders
Comedians
For almost 50 years, The Second City has been the training ground for a host of famous alumni including John Belushi, Mike Myers, Gilda Radner, Tina Fey, Steve Carell, Stephen Colbert, and countless stars of stage and screen. Second City Communications works with corporate groups to create a fun, interactive and unconventional approach to training and entertainment.

Editorial Cartoonist for The Economist & The Baltimore Sun

Fees
  • Local: $10,001 - $20,000*
  • US East: $10,001 - $20,000*
  • US West: $10,001 - $20,000*
  • Europe: $20,001 - $35,000*
  • Asia: $35,001 - $55,000*
Kevin Kallaugher (Kal) is the international award-winning editorial cartoonist for the Economist and The Baltimore Sun. His diverse portfolio includes more than 8,000 cartoons, 140 covers, and six books. In lively, illustrated presentations, Kal draws on stage while touching on themes like the uniqueness of our political system and the role of cartoons in free speech. He shares insights on current events, politics, and the economy and offers audiences a unique surprise to take home after his talks. He has lectured at TED, Harvard, Pixar, and Google among others. Offering an exciting twist for meetings and events, his presentations are always funny, interactive, and memorable.

Four-Star General & 34th Commandant of the U.S. Marine Corps

Fees
  • Local: $10,001 - $20,000*
  • US East: $20,001 - $35,000*
  • US West: $20,001 - $35,000*
  • Europe: $35,001 - $55,000*
  • Asia: $55,001 - $75,000*
General James Conway is a retired four-star general and the 34th Commandant of the United States Marine Corps. His previous postings include serving as the Director of Operations (J-3) on the Joint Chiefs of Staff and Commanding General of I Marine Expeditionary Force, where he took part in the 2003 invasion of Iraq. Called a “superb, multi-talented leader,” Conway is a highly-decorated marine, and, as such, is an authority on leadership, team building, crisis management, and our nation’s challenges five to ten years out.

Comedian, Corporate Humorist, Author, & Nationally-Syndicated Humor Columnist

Fees
  • Local: $10,001 - $20,000*
  • US East: $10,001 - $20,000*
  • US West: $10,001 - $20,000*
  • Europe: Under $10,000*
  • Asia: Please Inquire
With hilarious observations, clever wordplay, and just the right amount of snark, corporate comedian Greg Schwem proves there's always a place for comedy in the workplace. He's been called "America's favorite corporate funnyman" and "king of the hill" of the growing corporate comedy world.

Experts on Teambuilding

Fees
  • Local: $10,001 - $20,000*
  • US East: $10,001 - $20,000*
  • US West: $10,001 - $20,000*
  • Europe: Please Inquire
  • Asia: Please Inquire
Take two guys with chainsaws. Put them in tights, throw in a Garden Weasel, and what do you get? An amazing team called The Passing Zone, who will make you laugh and, you just might learn something about teamwork. These Guinness World Record holders custom design their show to drive home sales messages, corporate themes, and corporate missions.

Army Surgeon General and Commanding General, US Army Medical Command from 2019-2024

Fees
  • Local: $20,001 - $35,000*
  • US East: $20,001 - $35,000*
  • US West: $35,001 - $55,000*
  • Europe: $35,001 - $55,000*
  • Asia: $75,001 and up*
With a distinguished and highly decorated career spanning more than three decades of service to his country, Lieutenant General Scott Dingle stands as an embodiment of resolute leadership and an unyielding commitment to excellence. In 2019, Dingle was appointed as the 45th Army Surgeon General and Commanding General of US Army Medical Command (USAMEDCOM), becoming the first African American male to serve in these roles, and spearheading the development and execution of the Army’s medical programs while leading complex teams through even more complex environments and advancing military healthcare infrastructure for the millions of people who depend on it.

3x Leader of The Blue Angels

Fees
  • Local: $20,001 - $35,000*
  • US East: $20,001 - $35,000*
  • US West: $20,001 - $35,000*
  • Europe: Please Inquire
  • Asia: Please Inquire
Greg “Boss” Wooldridge was first selected because of his demonstrated ability to build teams where communication, trust and teamwork took precedence over rank and status, Greg’s heart-driven approach proved a perfect match for the Blue Angel’s culture of excellence, and he was called back to lead two more teams through times of difficult transition. Since his success with the Blues, Greg has been inspired to share his methods in order to empower individuals and teams on their journey toward High Performance. Greg’s one of a kind experience resonates with audiences of any size, background, or culture. From leaders searching for an inspiring “how to” approach, to full scale corporate engagements, Boss simultaneously creates that “spark” with his from the cockpit, and fans it into flames by providing the nuts and bolts of Blue Angel methodology.
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