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.

“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.

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.

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.

Jonathan Capehart is a journalist and television personality who has worked as a policy advisor to Michael Bloomberg’s campaign, a national affairs columnist, and was a member of the Daily News editorial board which won the 1999 Pulitzer Prize for Editorial Writing. He is currently associate editor for The Washington Post, host of the podcast "Capehart," and is an MSNBC contributor and anchor for "The Sunday Show with Jonathan Capehart."

Mike Allen is one of Washington’s most influential and well-connected journalists. He is the co-founder and executive editor of Axios, a disruptive media company delivering news and insights on politics, business, media, and tech. The company, whose name means “worthy” in Greek, specializes in high-quality news and analysis easily shared among the country’s influential readers and across social platforms. Axios has been recognized for its forward-thinking approach to the way people consume news in the 21st century. The approach is chronicled in Allen’s book Smart Brevity: Saying More with Less, which he co-authored alongside Axios co-founder, Jim VandeHei. In addition to starting Axios, Allen was a co-founder at POLITICO, the digital media company that upended and revolutionized political and policy journalism in Washington, New York, and Europe. He not only reported on but also drove the day’s conversations in and around the Beltway. His sharp journalistic experience and coveted insider status make him an ideal choice to discuss the latest political happenings. In presentations, he offers his nonpartisan, energetic and up-to-the-minute insider perspective on the political issues of the day, the current administration, Congress, and building a business in an unsteady economy.

Amy Walter is the publisher and editor-in-chief of the Cook Political Report with Amy Walter, where she provides analysis of the issues, trends, and events that shape the political environment. A contributor to the PBS NewsHour, she provides weekly political analysis for the popular “Politics Monday” segment. She is also a regular Sunday panelist on NBC’s Meet the Press and CNN’s Inside Politics, and appears frequently on Special Report with Bret Baier on Fox News Channel. From 2017 until early 2021, Walter was the host of the weekly nationally syndicated program “Politics with Amy Walter” on The Takeaway from WNYC and PRX. She is the former political director at ABC News and known as one of the best political journalists in Washington. For more than 20 years, she has built a reputation as an accurate, objective, and insightful analyst with unparalleled access to campaign insiders and decision-makers. Her analysis has earned her numerous accolades, including the Washington Post’s Crystal Ball Award and being named one of the top 50 journalists by Washingtonian. Walter addresses the electoral process, congressional culture, and the Washington political scene.

Maurice Ashley made history in 1999 when he became the first African-American chess grandmaster. He is a three-time national championship coach, author of Chess for Success: Using an Old Game to Build New Strengths in Children and Teens, ESPN commentator, iPhone app designer, puzzle inventor, and motivational speaker. Maurice is well known for providing dynamic live tournament coverage of world-class chess competitions and matches.

Having mesmerized audiences the world over with his unmistakable voice, Michael Fabiano has cemented his place as one of the most celebrated opera singers of his generation. Through the course of his career, Fabiano has sung in 76 cities, on 89 international stage, in 26 countries, and has had the privilege of performing on every major operatic stage in the world and collaborating with many of the most respected performers in his field. As a leading tenor, Fabiano has been praised for his intensity, emotional depth, and technical brilliance. He is a barrier-breaking talent whose career was chronicled in the Roku documentary Crescendo, and he draws from his own whirlwind journey performing at the world’s biggest venues to share powerful messages for how to be at your best when the spotlight is on you and compose your own path to success.

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.

Request a custom list of ideas for you event. Leading Authorities regularly sources top-tier entertainment from the music, television, and comedy industries.