Squared Away Entertainment

04/30/2024

10/25/2023

Throwing it back to one of my favorite events every year, Strictly Business Fall 2023 at Kingsmill Resort! Thank you to WYDaily.com, CultureFix VA, and Tide Radio Williamsburg 92.3 & 107.9 for another fun networking event. Enjoy videos from Squared Away Entertainment's 360 Photo Booth!

Tag your friends if you see em!

07/18/2023

6 Years Strong with SpeedQuizzing VA. Thank you to everyone who supported this cool little idea I had!

Happy 6 Year Anniversary to Speedquizzing VA! Thank you all for supporting this cool little idea I had! And a special shoutout to The Virginia Beer Company for giving me the opportunity 6 years ago. I’m forever grateful and thankful for VBC and all of you and I can’t thank you all enough. Love ya, Mean it.

✌🏾❤️

06/26/2023

Disney Music Trivia Night is tonight at Green Leafe Cafe & Pub!

05/27/2023

Tonight's Speedquizzing Trivia Night at Billsburg Brewery is ON! Start your Memorial Day weekend with the best Trivia in Town! Matt M is your host and trivia will start at 7PM. Here are your Trivia Rounds for tonight:

📚 General Knowledge I
📚 General Knowledge II
🎶 Music Round: Band Logos
🏛️ Virginia Attractions
🐾 Old School Cartoon Characters

See you tonight at 7PM!

03/20/2023

Thankful to be back in Wedding SZN! Had an amazing wedding weekend Saturday and Sunday celebrating love!

Congratulations to Ashley + Andrew and Cousiac Manor at Jenn + Don at The Maine of Williamsburg!

03/11/2023

Oh Snap. Didn’t even realize that my company, Squared Away Entertainment, was featured on WYDaily.com for my interview with Tide Radio Williamsburg 92.3 & 107.9. Thank you again for the opportunity!

SpeedQuizzing VA

Your source for news and information in Williamsburg, James City &

02/16/2023

Good news everyone! Catch me dropping bangers at Paul's every Thursday until they kick me out of there!
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02/08/2023

Hey everybody! In other cool news, you can check me out DJing at Paul's Deli & Restaurant on Scotland St. tomorrow night from 10-1AM.

Come out and party with me!

02/06/2023

I love my job! Thank you to Stephanie and WYDaily.com for a fantastic write up about the ‘Trivia Guy of Williamsburg’!

SpeedQuizzing VA

WILLIAMSBURG — Matt Chambers, the “Trivia Guy of Williamsburg,” spends his evenings hanging out at local breweries questioning the knowledge of their patrons — and no one is offended. That'

01/18/2023

12/25/2022

Merry Christmas from Squared Away Entertainment!

Love y’all, mean it!

12/17/2022

Back at Colonial Heritage Golf Club for the final Wedding of 2022! Much needed break until March 2023!

12/10/2022

All set up Williamsburg Place’s Holiday Party at Williamsburg Lodge! Gatsby Style tonight!

12/05/2022

Private SpeedQuizzing Trivia Nights are the Best Trivia Nights!

Tide Radio Williamsburg 92.3 & 107.9

Contest Allert 🚨🚨

Do you love to entertain and hang out with friends?! We have just the prize for you! @ is providing a private trivia night package to one lucky winner. Invite your friends over, break out the snacks and have a great time.

Only three easy steps to enter to win a private trivia session:
1. Like the 30 Off Local page.
2. Share this post.
3. Tag a friend you want to join in the fun!
BONUS: If you like our Facebook and Instagram pages, you will get a second entry!

11/23/2022

Tonight, check me out DJing Bangers and Bops for at Green Leafe! Slide thru and let's paarrrrrty!

Squared Away Entertainment

11/02/2022

Thank You Joe + Nancy!

⭐️⭐️⭐️⭐️⭐️

Another shoutout for my wedding planning app, Vibo!

10/29/2022

What a difference 5 years makes.. went from scrim city and tripods looking like a funeral DJ setup to the new hotness! Swipe Right to check it out!
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10/28/2022

Another packed, crazy house at . Let’s do it again soon, yeah?
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