Jessie Jolles
Hi! I’m Jessie. Your eccentric friend.

JessieJolles

I’m a comedian, content creator, speaker, host, and professional enthusiast of being yourself. Life is more fun when you stop worrying about what everyone thinks, start doing what makes you happy, and wear the outfit!

Pick a Jessie

The looks

Maximalist. On purpose.

From her own camera roll. Tap any look to see it big. The whole wall is on the Style page.

Directing

Performance-driven. Comedy-first.

Clients

MastercardGood HousekeepingHavenlyWho What WearBumbleVerizonSkinny PopFranziaBebeboostElmhurstPaneraand many more

Podcasts

Two shows of her own, plus a weekly seat on a third.

Middle Children with Chris Burns every Monday. Happily Ever Heard Of It, the world’s first happy comedian’s field notes on joy. Thursdays on The Taylor Strecker Show. Players are live on the podcast page.

Middle Children podcast artwork
Happily Ever Heard Of It podcast artwork

As seen in

TIME · The New Yorker · Bravo · MTV · HelloGiggles · Huffington Post · Cosmopolitan · Funny or Die · Betches · Just for Laughs · PBS · Comedy Central · Vulture · IndieWire · QNS · The Fordham Ram

Play

Rank the looks.

Two looks, pick your favourite, eight rounds. Your top three show up at the end. Nothing is saved, so vote with your whole chest.

vs
Round 1 of 8

Brands · Talent · Bookers · Press

Let’s make something loud.