It all started 13 years ago. An employee who loves costumes (that’s me!) asked our CEO, Pat Ward, if we could please have a costume contest in the office. Not only was Pat into the idea, but he said, “We need a good prize so we get good costumes.” He was right about that. (He usually is.)
What we couldn’t have known then is that 13 (!!) years later, this little idea would become one of our favorite and most legendary ITS traditions.
Fast forward to today, and with our hybrid workforce, we now offer two ways to participate: by submitting a photo or video, or by joining the in-person parade at our Baltimore office. We’ll let the video do the talking, but it’s safe to say we’re blown away every year by the creativity and talent of the ITS team!
Watch the video:
The grand prize winners are chosen by an exclusive employee-only vote, but YOU get to help crown our People’s Choice Champion!
Voting Guide (with costume titles): https://borisandcompany.smugmug.com/ITS/ITS-Costume-Voting-Guide-2025/n-tZTVB9
UPDATE – November 6, 2025
This year’s winners are:
First Place: The Fogbugz Kiwi (Sara)
Second Place: The Claw (Kacie’s Son)
Third Place: Escape from Ape-catraz (John)
Fan Favorite: Vampire (Kaviyashri)
About the Author
Maili joined the ITS team in 2010. She’s our People Ops & Culture Lead, Employee Event Planner, Creative Lead, and People Person. Maili holds a BA in Visual and Performing Arts from UMBC and maintains the SHRM Certified Professional certification. (We aren’t sure how she does it, but she somehow uses both of those accreditations in her role at ITS!) When she isn’t designing one of our famous ITS T-shirts, you can find her helping our team with their benefits. Outside of ITS, she is a professional photographer and a mom to one tiny human and two tiny cats. Maili loves coffee, CrossFit, and meeting new people.
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