Back in September 2018, we reported that Dave Chappelle & Will Smith made an impromptu appearance @ the Peppermint Club in West Hollywood, CA. At the time, Will Smith was filming material for his show ‘Bucket List’, where he tackled #3 on his ‘before death’ to-do’s: performing standup comedy LIVE. The pair were joined by Katt Williams, Michael Che, Donnell Rawlings, Michelle Wolf and special guest, Lebron James.
View this post on Instagram
Part 1. When you get to witness and shoot @willsmith’s first ever stand up, which became the most legendary comedy night ever hosted by #DaveChappelle at @thepeppermintclub. Pretty much the Woodstock of comedy. @willsmith @kingjames #jonstewart @kattwilliamsthetruth @johnmayer @michelleisawolf @chethinks @realmoamer @donnellrawlings @leicacamerausa #LeicaQ #comedyphotography #mathieubitton
Now, we finally get a look at the episode’s behind-the-scenes footage. Smith solicits advice from Dave Chappelle leading up to his standup debut.
Will Smith made a surprising admission leading up to his performance, “I’m gonna learn something about myself. One of the things I’m already clear about is: I care too much what people think about me; like there’s something I have to earn from people; like addicted to adoration. I thought I had broken that, but as I can see I still struggle with a little bit of a need for approval.”
When confronting our fears, no one is immune to the feeling of uncertainty or some level of self-doubt. Smith’s vulnerability fuels his bravery as he courageously prepares to take the stage,
“The nerves around being judged are huge for me. It’s been a big part of the difficulty in experiencing the joy that I want to experience in this life. Even doing the standup [ if it sucks, it sucks ] but I’m not gonna allow the fear of the disapproval of others to keep me from living the way I want.”
Dave Chappelle gave Smith his best last-minute pep talk on the ride to the venue, “You said something to me in Vegas that I’ve been thinking about since you said it about ‘confronting fear’ – ‘that’s what your life’s about’. That’s a great f*ckin way to live. But the thing that’s so admirable about it [even myself] I rarely step out of my comfort zone.”
Find out what happens when Will Smith performs standup for the first time, here:
Will Smith's Bucket List: Stand Up Comedy
Will has gone sky diving and swam with sharks, but no Bucket List challenge has made him quite so nervous as performing stand-up comedy in front of a sold out crowd. He enlists the help of his friend and comedy legend Dave Chappelle to help him craft the perfect set so he doesn’t embarrass himself in front of all his friends and family.
Posted by Will Smith's Bucket List on Wednesday, March 13, 2019