Community Showcase · Times Square Ad

$1,000 PromptWise NYC Ad Challenge

Design an ad for PromptWise that could appear in Times Square, on the NYC subway, or across another major advertising placement. Five winners share the $1,000 prize pool at $200 each.

July 15, 2026 5 winners 48 curated submissions

AI-generated NYC subway billboard ad by Timothy Phelps for PromptWise featuring a photoreal dinosaur bursting through the subway car with the tagline Your Idea Wants Out

About this challenge

Daniel Riley set the community a design brief that doubled as real-world marketing scouting for PromptWise — AI Video Bootcamp’s sister SaaS platform: create an ad for PromptWise that could plausibly appear in Times Square, across the NYC subway system, or in another major advertising placement.

Five winners each received $200, splitting the full $1,000 prize pool evenly. Every winner used PromptWise to generate the visuals for their entry — so the ads-for-a-generation-platform pitch got a live demo of the platform’s actual output.

Winners

  • Jose Antonio Gomes — subway-platform billboard with a photoreal koi fish and the caption “This billboard was made in 8 seconds”
  • Noella Pondja — Times Square jumbo screen with a purple-suited astronaut and the line “Generate the Impossible - Your Vision One Tool”
  • Timothy Phelps — NYC subway car ad featuring a photoreal dinosaur bursting through with the tagline “Your Idea Wants Out” (hero image of this showcase)
  • Filip Ribicic — NYC advertising placement using PromptWise
  • David Gunner — NYC advertising placement using PromptWise

Each winner received $200 - total prize pool $1,000.

Curated runner-up entries

Below the winners you’ll find a set of curated runner-up entries picked from the challenge thread. All entries were built using PromptWise across a range of NYC-native placements — subway cars, subway platforms, Times Square jumbotrons, storefront billboards, and street-level poster sites.

How the community runs

This is one of a continuing series of prize-backed AI image and video challenges inside the AI Video Bootcamp Skool community - 25,000+ creators. Recent runs include the Weekly Image Challenge Bonus Reward edition (Jul 2026), the Weekly Image Challenge Jun 18 2026, the $400 7-Day Emoji Challenge, and the 6-Day Chaos Challenge.