PROMPTOBERFEST IS BACK!
Your next AI breakthrough could be hiding in a Bingo square!
20 prompts. 3 live calls. Over $1,500 in prizes.
And a very good excuse to try something new.
October 19–23, 2026

Hosted by Andy O’Bryan and Denise Wakeman of the AI Success Club

You know that thing you keep meaning to try with AI? The tool you bookmarked. The content you wanted to refresh. The idea you haven’t quite figured out how to bring to life.  


Let’s give it a square on your bingo card—and a reason to finally do it.  


Welcome to PromptoberFest Bingo, a week of creative experiments, 20 useful prompts, 3 live calls, and chances to win $1,500 in prizes while putting AI to work in your business.  


A little curiosity. A little friendly competition. And quite possibly a “Wait… I can do THAT?” moment.

A Bingo card with real business benefits...

Each square gives you something to try, create, or improve with AI. Some tackle practical business projects. Others take a playful detour that could get you thinking differently.  


Throughout the week, you’ll have opportunities to: 

Give your LinkedIn headline a fresh start so people can understand what you bring to the table

Interview AI as your ideal client and explore what your audience might be thinking, asking, or struggling with.

Turn one blog post into three social posts and get more mileage from work you’ve already done.

Refresh an old email instead of starting from scratch.

Turn a voice memo into a newsletter and put those spoken ideas to use.

Try a tool you’ve never used, install a Claude Skill, or build a simple one-screen tool in Claude.

Write your offer in three sentences and see how clearly you can explain it.

Have AI roast your About page. Constructive criticism, with a little extra seasoning.

The goal: finish the week with things you can use—and more ideas about what’s possible.

For just $17 You Get: 

  • Interactive Bingo Card with 20 prompts
  • 3 Live calls with full event replays, so you never miss anything
  • Your chance at $1,500 in prizes!

PromptoberFest 2026 BINGO! - October 19-23, 2026$17

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  • 1xPromptoberFest 2026 BINGO! - October 19-23, 2026$17
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    Here's How You Play:
    1. Get your interactive bingo card. This is your home base for the week. 

    2. Watch for your daily codes. Four codes arrive by email each day, Monday through Friday. Enter a code to unlock its square and reveal the prompt.  

    3. Try the prompt and mark your square complete. Put it to work on your own business, content, or ideas.  

    4. Join the live calls. We’ll gather for 3 live calls during the event. Special live squares unlock with codes shared on the calls, adding another reason to show up and participate.  Live calls are Mon, Wed, and Fri at 8 am PT / 11 am ET

    5. Get a Bingo! Enter to win. Complete five squares in a row to earn a prize entry. Each bingo gives you another entry into the prize pool. 

    Feeling ambitious? Complete the whole card for a blackout and entry into the grand prize drawing.  

    Your center square is already free. We believe in starting with a win.

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