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PRETTY little PROBLEM
Everyone has an opinion about her. Almost all of them are wrong. Host Hayley Steele unpacks the labels, the lore, and the lipstick — one gorgeously unfiltered conversation at a time.
The Latest Episode
"Pick Something & Stick With It"
In the very first episode, Hayley tells the whole story: early acceptance to a top university (and why she left the tiny closets behind), the golden era of LA, songs on The Hills, the tough-love kitchen intervention that launched East Kennedy, and why purpose — not the paycheck, not the approval — is the engine behind everything she builds. Plus: running out of gas, a four-month-old panther chameleon, and chicken nuggets at the Beverly Hills Hotel at 2 A.M.
Every Pretty Little Problem
Pick Something & Stick With It
The origin story. Purpose over paychecks, thirteen years of East Kennedy, and the tough-love talk that changed everything.
Tired-Ass Moms Club
Motherhood, unfiltered — raising confident girls, banning body talk at home, and why "food is food" is the whole parenting philosophy.
Daddy's Money (Allegedly)
The privilege episode. What people assume about growing up comfortable — and the shame, drive, and loans-before-phone-calls they never see.
Build Her Up
Inside the movement: dressing rooms as therapy, validating women for a living, and why there's more than enough to go around.
The Golden Era of LA
Songs on The Hills, the Girls Next Door years, and a college experience that never needed a campus. The stories are better than yours. Sorry.
Ladies Don't Start Fights
Female rejection, stealth competitors, and choosing partnership over the ring — from a girl whose core wound has a name.
You've already decided who she is.
You're wrong.
Pretty Little Problem is built on one idea: the women you judge the fastest are the ones with the best stories. Every episode takes a label — spoiled, intimidating, too much, lucky, dramatic — and pulls the thread until the real person falls out. It's glossy on the outside and disarmingly honest underneath, because that's exactly how Hayley likes it.
Stay hot or die.
The Woman Behind the Problem
Hayley Steele
Founder of East Kennedy. Stylist, interior designer, recovering workaholic, tired-ass mom in the summertime, and a Jill of all trades with more certifications than your favorite influencer has ring lights. She's been misjudged her entire life — too privileged, too much, too pretty to be taken seriously — and she's done letting other people write the caption. She lives purposefully, builds women up because everyone else is busy breaking them down, and will absolutely finish a fight she didn't start.
Produced with love by Taylor Decker · best friends since The Music Man
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every pretty little problem.
New episodes every other week. Behind-the-scenes chaos, episode drops, and the occasional emotional support snack recommendation — straight to your inbox.
No spam, ever. Just problems. Pretty little ones.