Four practitioners.
Two duels.
One room that changed its mind.
One night in Chicago spent arguing about the future of our craft.
The questions we put on stage.
We put two tensions shaping how we work with AI on the table, and asked practitioners to take a side. Then, the room decided.
Generalistvs.Specialist
As AI takes on more execution, is deep specialization still an advantage?
The opening vote was almost a tie. When the second round of dots was counted, Specialist came out ahead.
Build Fastvs.Build Right
When AI can make anything in an afternoon, does craft still matter?
Build Right held the early lead. By the end of the duel, the board had swung to Build Fast.
Every photo from the night
Missed a moment, or want to find yourself in the crowd? Browse the full set from Creative Duel Chicago, from the first dot on the board to the dinner conversations.
PHOTOS BY SAI CONJEEVARAM
One night at Avli on the Park
Thursday, September 24, 2026
Steps from Millennium Park,
Avli on the Park
turned a debate into something closer to a dinner party. A modern Greek menu and a warm, intimate room made for a perfect night of good food and better arguments.
Chicago at Night
Steps from Millennium Park with the city around you.
Dinner, Included
Modern Greek food served as part of the evening.
Stay in the Conversation
The debate continued around the table after the stage.
Avli on the Park
180 N Field Blvd
Chicago, IL 60601
