Denise Cannon | Events 2 Experiences

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Dec 09 • 1 min read

Experience Wink #18: 10 Questions That Change How Events Are Designed


Hi friends,

As the year winds down, I’ve been thinking about what truly moved the needle across the events I worked on and the industry groups I’ve been part of this year.

A confession: I was never a sorority girl (shocker), and I tend to get so deep in the work that I forget to fully engage in professional circles.
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But this year felt different.

Spending time inside communities that genuinely care about designing better experiences has changed the way I think. Being exposed to other sharp, generous minds has sharpened my own.

And from that, I’ve come away with something I want to pass on:
​The 10 questions I believe are the difference between “having an event” and “creating an experience.”

The big takeaway:
These questions help you shift from speed to intention.​
That shift, more than any tool, trend, or tactic, is what actually improves events.

So before we all press reset for 2026, here’s my gift to you:

🎯 10 Questions to Ask Before You Plan Anything in 2026

  1. Why does this event exist?​
    What shift is it meant to create?
  2. What emotion should people feel when it’s over?​
    That’s your north star.
  3. Who is the audience today, and what do they need right now?​
    Not who they were last year.
  4. If this event disappeared, what would people miss?​
    That reveals your real value.
  5. What story are we telling, and how will people experience it?​
    Story lives in the environment, the transitions, the flow.
  6. Are we designing for participation or consumption?​
    Consumption informs. Participation transforms.
  7. Where is the intentional white space?​
    Serendipity needs oxygen.
  8. What will people talk about after?​
    Design your aftertaste/after-dinner mint
  9. What is the simplest way to say what matters?​
    If you need 47 slides, you don’t have a message.
  10. Which decision right now has the biggest ripple effect?​
    Strategy makes priorities obvious.

I hope this list makes sense, helps you slow down, and inspires better questions inside your team. Never assume everyone is answering the same question the same way.

A FINAL INVITE:

I’ve opened the first cohort for my Event-to-Experience GPT trilogy, built for two groups:

  1. The accidental planner who knows they need a strategy but doesn’t know where to begin.
  2. The event owner/boss who wants their team to think better, ask better questions, and make better decisions.

I have a few remaining first-user slots before the doors close.

Want access? Reply with the word GPS, and I’ll add you to the launch.

Below is an overview of the 3 tools

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Keep thinking, keep winking,
— Denise

​Twofold Story: Helping you build journeys, not agendas.

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