Win Tickets ($70): Ben Bailey @ Crystal Ballroom | Cash Cab, Comedy

We are giving you another chance to WIN a pair of tickets to Ben Bailey @ Crystal Ballroom on September 30. To win, comment below on this post why you’d like to attend. Winner will be drawn and emailed September 25.


From our sponsors:
Ben Bailey
Robby Sherman

September 30, 2023
Doors 6:30PM, Show 8PM | $30 ADV, $35 Doors | 21+
More info:

Crystal Ballroom
1332 W Burnside St, Portland, OR 97209

Long before he got behind the wheel of “Cash Cab,” Ben Bailey left his home in a small town in New Jersey and headed to Los Angeles to pursue his dream of a career in show business. Six weeks later he found himself on stage at The Comedy Store. Shortly thereafter, Bailey returned to the East Coast and started hanging out at the comedy clubs in New York City. He quickly became a crowd favorite and has since performed at all the major festivals – Montreal and Chicago (Just for Laughs), the (hallowed and former) Aspen Comedy Arts Festival and The Edinburgh Fringe Festival – as well as at clubs and theaters around the world.

By 2005, Bailey had appeared in several commercials, on Fox’s “MADtv” and became a regular on “Tough Crowd with Colin Quinn.” He also made stand up appearances on HBO, NBC, “Star Search,” “Last Call with Carson Daly” and “The Late Show.”

Bailey drove the smash hit series “Cash Cab” (still in syndication around the world) for over 550 episodes. The show ran from 2005-2012 and again from 2017-2019 ( Bailey was nominated four times for the Daytime Emmy Award for Outstanding Game Show Host, winning the award in 2010, 2011 and 2013. “Cash Cab” won the Daytime Emmy Award for Outstanding Game Show in 2008, 2009 and 2010. In 2013, the show appeared in TV Guide’s list of the 60 greatest game shows ever.

He’s also hosted several other TV shows – including NBC’s “Who’s Still Standing,” “Best in The Business,” Discovery’s “After the Catch” and NatGeo’s “Brain Games” – and appeared in multiple pilots.




  1. Jane Schaefer on August 28, 2023 at 12:20 pm

    I want to see Ben Bailey. I like his straight forward sharp humor.

  2. Kristi on August 29, 2023 at 1:14 pm


  3. Branden Dross on August 29, 2023 at 6:00 pm

    Well he follows me on Twitter so I think this can be the first step of a great friendship.

  4. Maggie Doherty on August 29, 2023 at 9:50 pm

    Oh yes!… And speaking of balls… I bet you are wondering what the connection between watching a Ben Bailey stand up show and balls is. Lol guess you’ll have to make me the winner to find out. ✌️

  5. Rachel Rivers on August 30, 2023 at 1:59 pm

    Ben Bailey is hilarious! I even encouraged my parents to see him in Wisconsin!!

  6. Steve Russell on August 30, 2023 at 6:40 pm

    That’s what I’ll be doing if I am the chosen one.

  7. Elfina Alongi on September 7, 2023 at 8:53 am

    Need me some good belly laughs!
    Throw my name in the lucky hat

  8. Nicole on September 7, 2023 at 2:10 pm

    I’m obsessed with comedy shows. Would love to go.

  9. Tyler on September 7, 2023 at 3:13 pm

    I want on the cash cab! Would be a fun show!

  10. Mike on September 13, 2023 at 11:03 am

    I used to watch Cash Cab marathon weekends on TV. Ben was a great host and such a funny guy. I would love to see him in person and welcome him to Portland.

  11. Peter on September 14, 2023 at 3:28 am

    Yes please.

  12. Ryan Jones on September 19, 2023 at 1:11 pm

    hell yah

  13. Kristi on September 23, 2023 at 11:55 am

    Would love to see Ben!

  14. Jenn on September 25, 2023 at 8:41 am

    I love stand up comedy & the Crystal Ballroom!

Leave a Comment

Keep in Touch!

Subscribe to our e-mail newsletter to receive updates