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I'm tired of pretending,and so are you!

Saint Kay Media is for the uncomfortable parts. The hard questions, the half-answers, the things that don't fit in a caption. We make podcasts and write things for people who are tired of being told what to feel, what to want, and who to be. We don't have it figured out. Nobody does. But we'll say the thing, ask the question, and sit in the uncomfortable part with you for as long as it takes.

Welcome to the gray zone. Pull up a chair.

Honest, bold, human

You're never going to arrive. Nobody does.Stay curious. Stay a little cringy. That's the job.

Welcome,

We show up, shoot the shit, and we're not afraid to embarrass ourselves. Why start now? We've been doing it our whole lives.

Saint Kay Media is what happens when you're done pretending you have your shit together.

Glad you're here.

Listen and read

this is where most people find us

On now

Kylen and Kenda

Kylen is 33. He lives in a shed on his dad's property, gets most of his news from YouTube, plays video games until 3am, and somehow still wants a wife, a family, a house, and a completely different life.

She's trying to help him build that life. He's trying to help her understand why his whole generation is stuck.

Newest episodeEp. 14: AI Insider: No One Really Knows What Our Actual p(Doom) IsEpisode 14 · October 23, 2026 · 51 minutes
Kylen, finding himself. Again.
Coming next

Kenda and Georgia. A kitchen counter or a wine bar. Three bottles and zero script. We sit down with people to talk about the things we were taught to keep quiet: sex, stigma, shame, and everything we've been embarrassed to say out loud. Pull up a stool. It's going to get loud.

The Diary

Diary from the gray zone. The things that don't make it to the mic.

Newest · October 26, 2026Taking Mary HomeShe left Liverpool in her twenties and spent over sixty years trying to get back. So this summer, a year after she died, we took her in my uncle's carry-on, which is probably not how she imagined it.Read it →
  1. October 5, 2026The Algorithm Has CustodyPart of The Algorithm Has Custody
  2. April 1, 2026I Had a Lawn
  3. March 29, 2026Both Can Be True
  4. March 24, 2026I Stopped Crying for Seventeen Years

Create

cheaper than therapy. barely.

Sofia, singer in the band Femina, with long red hair and sunglasses, in The Divorce Dress, sitting on a patterned rug in front of painted wooden art in Joshua Tree
Sofia of Femina. Rock star.
  • Kenda and Georgia in wedding dresses at a house party, one blindfolded in a coconut bra, blowing a kiss, the night The Divorce Dress began
    where it all started
  • Laura Wasser in The Divorce Dress on a pink velvet chair, wearing boxing gloves and cowboy boots, holding a cigar
    Laura Wasser, attorney to the stars
  • Kenda's mom, Ann, in glasses, swirling the skirt of The Divorce Dress on an old railroad bridge
    Mom
  • A man in The Divorce Dress leaning against a stone wall by an old wooden door at La Cave, a jazz club in Paris
    La Cave, Paris. Jazz-night surprise.
Release Spring 2027

Everybody has an ending. We have a dress.

For ten years, everyone from divorce attorneys to rock stars has slipped into the same wedding dress. Friends, strangers, even Kenda's mom. From Joshua Tree to Paris, Kenda and Georgia asked each one how it ended. The answers became this book: photos, stories, and a haiku from every ending, the sad ones, the funny ones, and the ones worth celebrating.

the dress?
my husband's ex-wife's.

Inside the book

Haikus from the book

  • Corsets, thongs and shotsNow she wears pee stained pantiesAnd drives a Volvo

  • I'd love to have sexRight after laundry, dinner,And dirty diapers

  • There was disconnectI talk about my feelingsHe said, "Um, I don't"

A story from the book

My children would come home on Saturdays with a Tupperware full of brownies they had made in Her kitchen. I hated those brownies. I would dump them in the trash and squish them down hard. The therapy advice was to thank her on Mother's Day for taking such great care of the kids. Well, I wasn't going to do that! Perhaps if you cannot love her, you can learn to love the brownies. It felt like eating sandpaper. But after the second bite, something shifted.

Tell me when it's out

Do the work

the part nobody can do for you

Release Spring 2027

Who approvedthislife?

Most of us are living a life we never actually signed off on. This is the book where I ask the question out loud, and then do something about the answer. It comes with a workbook, because reading about change and making it are two different things, and guided visualizations, because some of this you have to see before you can build it.

About the book
This life was approved by:

good. now let's make it official.

  • the book

  • the workbook

  • the guided visualizations

Gather

get off your phone. come sit with us.

A Saint Kay salon

Your seat is here

Coming soon

Intergenerational conversations and ideas, inspired by the Paris salons. Strangers and old friends, twenty somethings and seventy somethings, one long table, and nobody on their phone.

Save my seat
Coming soon

Field Trips with Kay

Retreats with room to think, laugh, and try something you would never do at home. Every trip is different.

Sign the slip

Networking nights are on the way too.

Words we love

“If you want something you've never had, you've got to do something you've never done.”
Anonymous
1 of 5

On the nightstand

where it started: reading everything in the house.my mom's psych textbooks, her women's studies books,Women Who Run with the Wolves at an age when I shouldn't have understood it.

The books I give my sons and mentees

Parents keep asking what I hand my boys. These are the four I give every young person I mentor.

  1. The Courage to Be Disliked

    For the kid who's living for everyone else's approval. It's Alfred Adler's ideas written as a conversation, and it's the book that taught me you're not stuck with your past.

  2. The Four Agreements

    Four rules short enough to remember at 15 and hard enough to spend a lifetime on.

  3. The Talent Code

    For the kid who thinks some people are just born gifted. They're not. Talent gets built, and this book shows how.

  4. Mental Toughness for Young Athletes

    For the kid who has the skill but falls apart under pressure. It's written for sports, but it works everywhere else too.

The Saint Kay letter

New episodes, new Diary entries, and the stuff we only say in the newsletter. Pick what you want to hear about. Leave whenever you want.

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