Office Sweepstakes Retro TShirt

The Office Sweepstakes: a time-honoured workplace tradition where football knowledge means absolutely nothing and somehow Dave from Accounts ends up drawing the favourites every single time.

This IWOOT Exclusive tee pays tribute to the annual battle of blind luck, false confidence, and increasingly desperate calculations about goal difference. Featuring a vintage collegiate-inspired graphic and a perfectly worn-in look, it’s made for those who treat the office sweepstake with the seriousness of an international tournament.

Whether you’ve landed a tournament giant or a nation you’ve had to Google, this tee is a badge of honour for everyone riding the emotional rollercoaster from “we’re winning it all” to “there’s always next time”.

For sweepstake veterans, tournament dreamers, and anyone whose hopes are about to get absolutely battered.