“As Long As You’re Asking – A Conversation with Jason Alexander” is an evening of comedy, music, and conversation with the award-winning star of stage and screen in which the audience determines what they want to know the most. Alexander will present a variety of topics for the audience to pick and choose, culminating in behind the scenes stories of his life, career, and social activism. Or ask about anything you’ve always wanted to know and see if he can answer. Alexander has starred on Broadway, in hit films like Pretty Woman and Shallow Hal and, of course, Seinfeld. He is an actor, director, producer, writer, children’s book author, award-winning magician, semi-pro poker player and social/political activist. It’s all on the table and the conversation is completely in your control, making for a once in a lifetime event.

A unique sense of humor and profound dry wit separates Kevin Nealon from other performers. A likable comedian, he got his start as a department store Santa Claus. Now the longest-running cast member of Saturday Night Live, Nealon's familiar face appears in movies such as Happy Gilmore and The Wedding Singer.

Part journalist, part historian, and all shrewd political observer, Ronald (Ron) Brownstein explains the complexities of American politics with lucid precision. As a CNN Senior Political Analyst, Senior Editor for the Atlantic, and Contributing Editor for National Journal, he produces sharp analysis on politics, policy, the electorate, media, healthcare, energy, the press' impact on Americans, and the range of issues informed by his strong sense of American political and national history. Brownstein provides an insider’s look into politics and the media and has twice been a finalist for the Pulitzer Prize. He is also the author of seven best-selling books, and his articles on politics, public policy, and culture have appeared in myriad of major publications and on many broadcast news outlets.

For 28 years, comedian Kathleen Madigan has been touring 250 nights on the road and squeezing in hour-long filmed specials and performances on every late night show ever made. From 25 appearances on "The Tonight Show" and multiple appearances on Letterman and Conan to recently riding around with Jerry Seinfeld in his internet series "Comedians in Cars Getting Coffee," Madigan is still having a blast and selling out theaters across the country. She's won the American Comedy Award for "Best Female Comedian" and the Phyllis Diller award for "Best Female Comedian." She has written and produced for Lewis Black's "Root of All Evil" on Comedy Central and done multiple USO tours in Iraq and Afghanistan.

From the Baltimore Opera to QVC shopping channel, Executive Producer and TV Host Mike Rowe has had hundreds of jobs and relished his role as a chronic freelancer. He’s best known as the “dirtiest man on TV,” a title he earned on the hit TV series Dirty Jobs, where he traversed all 50 states; completed 300 different jobs; and transformed cable television into a landscape of swamps, sewers, and coal mines. He has narrated hundreds of documentaries about space, nature, dinosaurs, and how stuff works. Mike also runs the mikeroweWORKS Foundation, a 501(c)(3) public charity that works hard to debunk myths about the skilled trades and help close the skills gap.

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.

Former Wall Street lawyer, investment banker and now rising star on the comedy scene, Mecurio combines his quick wit and intelligence with his innovative improv abilities to create a hilarious and unique comedy experience.

Indu Subaiya is a visionary healthcare leader whose work builds community, creates dialogue and inspires us to radically rethink how health shapes our lives. Indu is Co-founder and President of Catalyst @ Health 2.0, the industry leader in digital health strategic partnering, innovation competitions and programs for piloting and commercializing novel healthcare technologies. In 2007, Indu co-founded and served as CEO of Health 2.0, a global conference platform and community for the showcase and advancement of new technologies in healthcare. Health 2.0's conference business was acquired by HIMSS in 2017 and in the two years post acquisition, Indu headed the organization as Executive Vice President. She continues as Senior Advisor to HIMSS, providing thought leadership and content advisory services under the office of the Chief Technology and Innovation Officer. In 2013, FierceHealthIT named Indu one of Health Information Technology’s Most Influential Women. In 2018, Indu was selected as a fellow of the Aspen Institute's fourth class of Health Innovators Fellows.

Tripp Crosby is a comedic host, inspirational speaker, and filmmaker who is at this very moment writing about himself in the third person. It’s very, very possible that you’ve seen his most popular comedy sketch called “A Conference Call in Real Life”. This video is one of, if not the most popular workplace related comedy sketches of all time and possibly the only YouTube video to ever go viral twice: Once when Tripp first created it in 2013 and again in 2020 when the painful experience of participating in conference calls became an even more relatable topic.

Event emcee Jeff Civillico brings humorous performance material appropriate for every corporate audience to every event. Jeff is an extremely interactive conference entertainer and emcee. At live events, he brings your attendees up on stage and puts them in some really funny situations that will definitely leave people talking! At virtual events, he interacts with individual attendees over the platform and fosters connection with him and with each other. No matter what type of event – virtual, live, or hybrid – Jeff creates an engagement experience that is unique, engaging, and impactful.

Stephanie Cutter is one of the most-trusted voices of the Democratic Party. At the center of every major policy and political debate of the last 20 years, she offers an enlightening look at the current state of politics told through insider stories with today’s top lawmakers. From the halls of Congress to the campaign trail and from the West Wing to the C-Suite, Stephanie is one of the foremost experts at weaving together political strategies to create a narrative that resonates with voters. She was named one of the “50 Most Powerful People in Washington,” by GC magazine.

Joel fuses his knowledge of improvisation and his experience with the corporate world to create presentations that make a difference. His humor and style create a positive and comfortable environment for his audience that allows them to take risks and explore their creativity.