Gentleman Octopus Trivia and Events

05/06/2022

Hey everyone! We’re gonna be taking a break from live games for a little bit while we deal with seasonal increases in our work-related obligations and responsibilities. We can’t wait to get back at it again! See you as soon as we can. 🧐 🐙

31/05/2022

We're at it again with trivia night in New Port Richey!

30/05/2022

Happy Memorial Day everyone! We hope you’ll join us tonight at 9:00 PM Eastern for a an all-new live game from Gentleman Octopus! Enjoy your holiday. 🧐 🐙

22/05/2022

We’re working hard at Octopus headquarters to bring you a brand new game next week, Monday, May 30th, at 9:00 PM Eastern. Thanks for sticking with us!

09/05/2022

We’re continuing a bit of a break through this week and next week while we deal with a series of deadlines and demands, but make sure you tune in to The Chase tomorrow to see one of our very own hosts take on James Holzhauer for a shot at some BIG CASH. Tomorrow at 9:00 PM Eastern.

19/04/2022

Support our friend Jay Borsom and Liquod Kourage by checking out the World Trivia Federation, a 3x daily solo trivia event available for all patrons!

18/04/2022

Just a few hours away from another great night of Gentleman Octopus Trivia! We’ll be bringing four rounds of piping hot questions your way at 9:00 PM Eastern, so be there for the fun! 🧐 🐙

11/04/2022

Make room in your schedules TONIGHT for another live game from Gentleman Octopus. Hope to see you there tonight at 9:00 PM Eastern! 🧐 🐙

04/04/2022

Hey Octopus fans! Just a reminder that we will not be airing a game tonight so we don't have to compete with the men's college basketball championship. We're looking forward to seeing you all next Monday, the 11th, at 9:00 PM Eastern. 🧐🐙

28/03/2022

Hope you’re ready for another great night of trivia, because Gentleman Octopus is going live TONIGHT at 9:00 PM Eastern! Don’t miss it! 🧐 🐙

21/03/2022

Hey Octopus fans! Thanks for bearing with us during this hiatus. After a week of cross-country travel and a pair of 10+ hour drives we’re back at work and ready to deliver another game for y’all NEXT Monday, the 28th. Thank you so much for all of your understanding and support! See you real soon! 🧐 🐙

07/03/2022

Hey everyone! We will not be running a game tonight or next Monday, the 14th.

Thanks for being fans.
See you as soon as we can! 🧐 🐙

28/02/2022

We have another great game of live trivia for you TONIGHT at 9:00 PM Eastern with 100% of the proceeds going to relief efforts in Ukraine. 🧐 🐙

21/02/2022

Enjoy your day off everyone! We’ll be back with the next Octopus game on Monday, the 28th! 🧐 🐙

14/02/2022

Happy Valentine’s Day everyone! Don’t miss a special love-themed game tonight at 9:00 PM Eastern! 🧐 🐙

07/02/2022

Hey everyone! We’re not going to be running a game tonight; instead we will be running a special lovey-dovey-themed game next Monday on Valentine’s Day! See you there at 9:00 PM Eastern! 🧐 🐙

31/01/2022

Join us for Gentleman Octopus Trivia TONIGHT at 9:00 PM Eastern!

24/01/2022

The next Gentleman Octopus game will take place on Monday, January 31st. We can’t wait to see you again!

17/01/2022

Hey everyone due to our ridiculous schedule this week there will be no octopus game tonight. We’ll see you again just as soon as we can! Stay tuned for updates! 🧐 🐙

09/01/2022

Hey everyone! We will not be running an Octopus game tomorrow since we don’t want to compete with the college football national championship. Enjoy your week! 🧐 🐙

27/12/2021

Gentleman Octopus Trivia is BACK! Starting tonight we’re going to shorten our games to four rounds, and shorten the music round to six tracks instead of eight.

See you TONIGHT at 9:00 PM Eastern! 🧐 🐙

Send a message to learn more

20/12/2021

Just a reminder that there is no Octopus game tonight while we enjoy the holidays with our family and friends. Hope you all have a FANTASTIC week! We’ll see you on the 27th. 🧐 🐙

12/12/2021

We’ve got a lot going on here at Octopus headquarters during the holidays and have decided to take the new two weeks off. Enjoy your time with family and friends — we can’t wait to see you again soon! 🧐 🐙

06/12/2021

We’re coming at you live again TONIGHT with a brand new set of questions that we can’t wait to share with all of you, so please join us at 9:00 PM Eastern and help us pop the top on this brand new batch. Hope to see you there! 🧐 🐙

30/11/2021

27/11/2021

Hey everyone it’s Small Business Day! We’d like to thank all of our fantastic guests at Gentleman Octopus, whether you’ve supported us from week 1 or week 86. You’re the best!

Support us:

Venmo: -sizemore
PayPal: [email protected]
Cash App: $McKinnieLeeSizemore

22/11/2021

Hey everyone we’re back TONIGHT at 9:00 PM Eastern! We’ve had some cool stuff going on here, and we want to show you some of the other cool stuff we’ve been working on before you begin your holiday week, so come play an all new game of Gentleman Octopus Trivia! See you there! 🧐 🐙

16/11/2021

Hey everyone! Something unexpected (and hopefully very good!) came up this evening, so we’ve made the decision to cancel this week’s game. We can’t wait to see you all next Monday at 9:00 PM Eastern. Thank you for understanding! 🧐 🐙

31/10/2021

Remember that tonight we’ve got a special spooky game for you at 9:00 PM Eastern — Happy Halloween, everyone!
🧐 🐙

27/10/2021

Which flags would YOU like to see hanging during an upcoming Octopus game? 🧐 🐙

26/10/2021

In case you missed last night’s announcement, we’ll be running a spooky-themed game this HALLOWEEN NIGHT at 9:00 PM Eastern! Remember, that’s Sunday, NOT Monday. Hope to see you there! 🧐 🐙

19/10/2021

The clever, beautiful Sarah Ann Wrap came up with this meme for tonight's kwakzalver question!

18/10/2021

Hey everyone! Hope you’re as ready as we are for tonight’s game! We’re expecting a good turnout and — as always — we’re excited to unveil all the material we’ve been working on this week. The fun starts at 9:00 PM Eastern. See you there! 🧐 🐙

12/10/2021

We're at it again with trivia night in New Port Richey!

12/10/2021

After some issues last week we are back tonight with another game of live trivia at 9:00PM Eastern — hope you’ll join us! 🧐 🐙

04/10/2021

Hey everyone because of Facebook’s unpredictability today we’re going to cancel tonight’s game and move it to next Monday. See you all in a week! 🧐 🐙

21/09/2021

Don’t forget we’re going live TONIGHT with this week’s trivia game! See you at 9:00 PM Eastern! 🧐 🐙

21/09/2021

Hey everyone! Sorry about the technical errors — we’re going to push this week’s game back to tomorrow night at 9:00 PM Eastern. Can’t wait to see you there!
🧐 🐙

21/09/2021

We're at it again with trivia night in New Port Richey!

15/09/2021

A HUGE thank you to everyone who came out this week and helped us to support the Texas Equal Access Fund - TEA Fund! I’ve said it before and I’ll say it again — our fans are the absolute best! 🧐 🐙