Jessie
Jolles
Your eccentric friend.
Comedian. Creator. Speaker. Host.
Hi! I’m Jessie!
I’m a comedian, creator, speaker, host, and professional enthusiast of being yourself.
I’ve built a community of over 1.5 million people across social media by encouraging people to embrace their individuality, find their confidence, and have a little more fun.
I believe life gets a whole lot better when you stop worrying about what everyone thinks, start doing what makes you happy, and WEAR THE OUTFIT!
Welcome to my world
Welcome to my world.
Big outfits. Bigger personalities. Absolutely no special occasions required.
Social media & professional credibility
Big personality. Bigger audience.
Some fabulous company I’ve kept
As seen on
Three ways to work with Jessie
Let’s make something unforgettable.
Your brand. My imagination.
Original, comedic content that makes people stop scrolling, start laughing, and remember your brand.
Let’s collaborate →
Big feelings. Bigger laughs.
Inspiring audiences to embrace who they are, build confidence, and find joy through humor and heartfelt storytelling.
Book Jessie to speak →
Give me a microphone.
From television and red carpets to live events and digital entertainment, I bring humor, personality, and a little fabulous chaos wherever there’s a microphone.
Book Jessie →The looks
Maximalist. On purpose.
Some people have a walk-in closet.
I have a walk-in apartment.
The heart behind the humor
It’s never just about the outfit.
The big hats, the sequins, the ridiculous accessories? They’re fun.
But they’re also a reminder that you don’t have to make yourself smaller to make other people comfortable.
You deserve to take up space. You deserve to enjoy your life.
And you don’t have to wait until you’re more confident, more successful, or more anything to start.
Wear the outfit. Take the chance. Be yourself.
Final call
Let’s make something loud.
Have a brand, a stage, a microphone, or a wonderfully ridiculous idea? I’d love to hear about it.
Work With Jessie →