About

Squared Away Entertainment is a Williamsburg-based event entertainment company owned by Matt Chambers, specializing in DJ services, trivia hosting, photo booth experiences, and interactive event entertainment. Whether it’s a wedding, corporate event, fundraiser, school function, private party, or weekly trivia night, Squared Away Entertainment helps create events that are organized, engaging, and memorable.

Through Squared Away Entertainment and Speedquizzing VA, Matt brings a professional but approachable style to every event. From keeping the music flowing and the crowd engaged to hosting fast-paced trivia, providing photo booth fun, and helping the event run smoothly, the goal is simple: take the stress off the client and make sure guests have a great time.

With a focus on reliability, clear communication, and a fun, welcoming atmosphere, Squared Away Entertainment helps bring people together and makes sure every event is squared away from start to finish.

Squared Away Entertainment provides professional, interactive entertainment for events throughout Williamsburg, Hampton Roads, and surrounding Virginia areas. I offer DJ & MC services, SpeedQuizzing interactive trivia, photo booth experiences, and customized entertainment for weddings, corporate events, holiday parties, schools, fundraisers, and private celebrations. From planning through the last song or final trivia question, my goal is to make your event easy, engaging, and completely Squared Away.