Jessie Jolles

Speaking

Life is too short to be anyone but yourself.

What if the things you’ve spent your whole life trying to hide are actually the things that make you extraordinary?

Jessie Jolles is a comedian, creator, and professional enthusiast of being yourself who believes confidence isn’t something you’re born with. It’s something you practice.

Through humor, personal storytelling, and a healthy dose of eccentricity, Jessie encourages audiences to stop waiting for permission to live the lives they want.

From wearing the outfit you’ve been saving for a special occasion to embracing the parts of yourself you’ve spent years trying to hide, Jessie reminds audiences that joy isn’t something you have to earn.

Her mission? To make people laugh, make them think, and send them home feeling a little more like themselves.

Jessie on a red carpet in a black ruffled skirt

Speaking topics

Big ideas. Big feelings. Bigger laughs.

01

The Audacity to Be Yourself

What if the things that make you different are actually your greatest strengths?

Through hilarious personal stories and honest reflections, Jessie explores what happens when we stop trying to fit in and start celebrating what makes us unique.

02

Happiness Is a Hobby

You don’t have to wait for joy. You can create it.

Happiness isn’t always something that happens to us. Sometimes it’s something we actively practice. Jessie explores how embracing playfulness, curiosity, and everyday moments can transform the way we experience life.

03

Confidence Is a Practice

You don’t have to feel confident to start acting confident.

Confidence isn’t something you’re born with. It’s something you build. Through humor and personal storytelling, Jessie explores how taking small risks, embracing discomfort, and showing up as yourself can change your life.

Confidence isn’t something you’re born with. It’s something you practice.

Don’t take my word for it. Let me explain.

Speaking opportunities

There’s room for everyone at this party.

  • Corporate conferences
  • Women’s leadership events
  • Universities and colleges
  • Schools and youth organizations
  • Mental health and wellness events
  • Creative conferences
  • Community organizations
  • Keynote presentations

Let’s make them laugh. Let’s make them feel something.