Life Will Be the Death of Me with Chelsea Handler - Minisode: A Total Babe with Chelsea + Catherine
Episode Date: May 22, 2026Chelsea and Catherine hear from a season 1-favorite caller, rein in a meddling mom, and cheer a fast followup. * Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com * Executi...ve Producer Catherine Law Edited & Engineered by Brad Dickert * * * The views and opinions expressed are solely those of the Podcast author, or individuals participating in the Podcast, and do not represent the opinions of iHeartMedia or its employees. This Podcast should not be used as medical advice, mental health advice, mental health counseling or therapy, or as imparting any health care recommendations at all. Individuals are advised to seek independent medical, counseling advice and/or therapy from a competent health care professional with respect to any medical condition, mental health issues, health inquiry or matter, including matters discussed on this Podcast. Guests and listeners should not rely on matters discussed in the Podcast and shall not act or shall refrain from acting based on information contained in the Podcast without first seeking independent medical advice. See omnystudio.com/listener for privacy information.
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Behind every night spent making the kids' lunches,
there's a lot of suspense.
Will they finally eat the veggies?
Will the pesto survive the first bite?
Will the lunchbox come home empty, half full,
or come home at all?
And will you finish episode eight
before you're done slicing the cucumbers?
Get Bell Pure Fiber Internet
with Crave, Netflix, and Disney Plus
from $94 a month.
Price guaranteed for two years on internet
with a two-year term and auto pay credit.
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I survived nine months in captivity,
and I've spent my life exploring how other people survive what should have destroyed them.
I'm Elizabeth Smart, and these are The Survivor Files.
Every week, I'm with survivors who lived through the unthinkable,
abducted, stalked, controlled, and nearly silenced.
These are stories about what it takes to make it out alive.
Listen to The Survivor Files with Elizabeth Smart on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
If your bookshelf and your For You page are equally important to your personality, welcome home.
Pro Society is a weekly podcast that's part book club, part group chat for anyone who thinks Pride and Prejudice and Love Island deserve the same level of discourse.
Each week, we're connecting the dots between books, the internet, and pop culture
with your favorite writers, book talk creators, and plenty of overthought opinions.
Yeah, I'm obsessed. I'm obsessed.
Listen to Pro Society on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
Did you hear the new episode of the Hey Jonas podcast?
We are at D23, so we'll see who stops by.
The cast of Frozen stopped by.
Kristen Bell, Josh Gad, and Idina Menzel.
I auditioned for Frozen.
What?
For Kristoff.
They said, okay, what are you going to be singing today?
I said, I don't know.
That must have been why you didn't get it.
Oh, you probably won.
Plus, John Stamos, Hayden Christensen from Star Wars, and more.
And I guess I can share that, uh...
No way.
Listen to the latest episode of Hey Jonas on the iHeartRadio app,
Apple Podcasts, or wherever you get your podcasts.
Okay, guys, here are my dates for the High and Mighty Tour in May.
The 30th of May, I will be in Vegas at my residency.
In June, I will be in Saratoga Springs, New York,
Port Chester, New York.
I'm coming to Boston at the Wang Theater.
I'll be in Portland, Oregon, Seattle,
and then Hyannis, Massachusetts,
and then two shows in Nantucket in August.
You can find me in Red Bank, New Jersey,
Montclair, New Jersey, and Calgary.
That's Canada.
And September, I will be in Santa Barbara, San Diego,
New York City, Philly, and New Haven, Connecticut.
October is Atlanta, Baltimore, Saginaw, Michigan,
Pittsburgh, Toronto, Boise, Idaho, and Spokane. And then in November, I'll be in San Francisco.
I'm coming to Salt Lake City, Austin, Houston, Dallas, babies. I'll be there. And then in
December, I am closing out my tour in Denver and Vancouver. So get your tickets at chelseahandler.com
for the high and mighty tour. Chelsea, how are you? Hi, I'm Chelsea. What's your name?
My name's Catherine. It's nice to meet you, Catherine. Nice to meet you. It's a beautiful
day here in sunny Los Angeles. It absolutely is. I'm safe in my house, my beautiful house.
You know, it feels like you actually finally live here. There's flowers everywhere. I've had people
staying here. I had two of my openers that come on the road with me, Yamanika and Megan Gailey.
They were staying here all week, so they broke in my guest room. Yamanika broke in my guest room,
for sure. Oh, broke it in, not broke into it. She broke it in, and that's a separate issue.
But the house is starting to feel like a home.
I had a dinner party the other night.
Oh, I love that.
I had like six friends over.
I'm going to do it again tomorrow night.
Nice.
I'm like slowly, and the house is beautiful, and I'm loving it, and I'm grateful that I
have a gorgeous house to live in.
It's beautiful.
It's like finally all put together.
Thank you.
And like the nice little touches are coming together.
We've got our candle.
We've got our weed.
I have a whole drug drawer.
It's like everything is where I need it to be.
Party favors.
Thank you.
Incredible.
I have an exciting update from a caller who took your advice and emailed me immediately
after the call, like within 24 hours, she had taken this advice. So this was Simone who was
on our Kevin Kane episode. She had called in cause she was like doing tarot, but, um, yeah,
wasn't charging for it. And then was like worried. I'm getting a tarot card reading today, by the
way, at one o'clock. That's funny that you say that. How fun. Any particular reason? No,
they just saw someone who said can we give you a tarot card reading i said sure i mean how's that
gonna go they already know who i am i don't know what that doesn't even work anymore that is like
i know everyone loves like tyler henry but i'm like it is so interesting to have like made your
career like the most googleable people on the planet i like that that's gonna be my complaint
when people say are there any downsides to being famous i'm gonna be like yeah you can't get a
straight up fucking psychic reading or a tarot card you gotta go to like peru or something
but so Simone sent me her email that she sent out to all of her clients and so I thought this was
perfect her subject line was I've had a blast y'all but something's got to change since the
onset of my career almost nine years ago I've been giving out free readings like an absolute
shit ton of free readings I want to talk to you today about why I did that and share a big
announcement I've done hundreds of free readings while secretly worrying about how I'm going to
pay my bills I still felt that my work might not be worth anything but demand has been growing and
after a swift kick in the butt from a longtime heroine of mine, I decided to transition to paid
readings only. This is a big step for me and something wonderful to celebrate. For those of
you reading this email now, you have a special price that is only yours, lower than the public
prices. This is my thank you for supporting my business. Use code THANKYOUCHELSEY at checkout.
Oh, that's so cute. I know. She said, I would love to help you manifest the reality you've
been dreaming of, navigate a transition, or discover yourself more deeply by viewing your
life through a broader vision. I want to express my sincere gratitude to those who have supported
me along this journey. To those who have already purchased readings, thanks for teaching me the
monetary value of my work. To those who received free readings, thank you for holding space for
me as I worked through insecurities regarding my professional worth. I'm officially leaving
those hesitations behind today. And even if you never purchased from me, I want you to know just
how deeply I appreciate every single one of you. But Simone's graduating. She's growing the fuck
up. Ta-da! Thank you from the bottom of my little heart for being part of this growth and for your
continued support best regards Simone great I'm like that is a perfect email like I have a
marketing background and that is a perfect email yeah so do we need to leave remind people what
that was about because that girl she was giving out free tarot card readings if you couldn't
deduce from the email and she wanted to go professional but she wasn't sure how to do
that and how to tell people she's going to start charging and everything and we said to write
great I love it that's so cute so yeah so that was perfect I was really really happy
I love this.
I know.
And she like immediately did this.
I was so proud for her.
So that's so great.
Behind every night spent making the kids lunches, there's a lot of suspense.
Will they finally eat the veggies?
Will the pesto survive the first bite?
Will the lunchbox come home empty, half full, or come home at all?
And will you finish episode eight before you're done slicing the cucumbers?
Get Bell Pure Fiber Internet with Crave, Netflix, and Disney Plus
from $94 a month, price guaranteed for two years on Internet
with a two-year term and auto-pay credit.
Visit bell.ca for details and to check availability.
Bell. Connection is everything.
When I was 14 years old, I was kidnapped and held captive for nine months.
I survived, and I've spent my life exploring how other people survive
what should have destroyed them.
I'm Elizabeth Smart, and these are the Survivor Files.
I just remember this low, taunting voice next to my ear saying,
shut up, don't say anything.
Every week, I'm with survivors who live through the unthinkable.
I knew if he woke up, without a doubt, he was going to hurt me.
I started feeling that there was someone at the end of my bed,
and I just started screaming.
They are abducted, stalked, controlled, and nearly silenced.
But these aren't stories about what's taken from them.
They're stories about what it takes to make it out alive.
Listen to The Survivor Files with Elizabeth Smart on the iHeartRadio app,
Apple Podcasts, or wherever you get your podcasts.
If your bookshelf and your For You page are equally important to your personality,
welcome home.
This is Prose Society,
the weekly podcast that's part book club, part group chat for thought daughters,
pop culture obsessives, and anyone who thinks Pride and Prejudice and Love Island deserve
the same level of discourse. I'm Eli Rallo, and every week we're connecting the dots between books,
the internet, and the conversations everyone can't stop having.
I'm going to have to look up this story. I'm obsessed. I'm obsessed.
From bestselling authors and your favorite book talk creators to the latest pop culture moments,
nothing is off the table.
It's like if you can hide some real messages
inside compelling characters,
then that is a Trojan horse.
Whether you're looking for literary deep dives,
smart pop culture conversations,
or a community of readers who love to think
a little too much, you're in the right place.
Listen to Pro Society on the iHeartRadio app,
Apple Podcasts, or wherever you get your podcasts.
See you between the pages.
On the new podcast, Solita,
We share the messy reality of traveling alone as a woman.
I can wait four hours for the next bus or this random dude is offering me a ride on his motorcycle.
I chose option B.
I'm Julie Pinheiro and I travel by myself because it's a rare space where I can say yes without asking anyone else first.
I'm on a mission to reclaim the word solita, trading the pity for possibility.
Every time I tried to be alone, I kept meeting people and they were like, you smiled at us.
Not a lot of people smile around here.
It's when you're alone that you're most receptive to the world as it is and not the lies you're sold about it.
It can be a time where you push your limits, change your mind, or wake up to a new version of yourself.
So whether you're a solo travel veteran or you're too nervous to book your first trip,
I hope you listen to Solita on the iHeartRadio app, Apple Podcasts, or wherever you get your
podcasts.
And I have another update that's from a caller, not someone who called in, but I just thought
this was sweet.
Dear Chelsea, I'm not writing with a specific question, but to thank you for all the thoughtful
advice you've given others over the years since starting your podcast.
I've been listening since day one.
I know some people might ask themselves, what would Jesus do?
But I'm more of a WWCS kind of guy.
When one of life's stumbling blocks crosses my path, I stop and think, what would Chelsea say?
That's cute.
Most recently, I've been feeling stuck in my work life.
My apartment lease was already month to month, and I'm a single gay guy with no children.
So I asked myself, WWCS.
Then I refreshed my resume, learned how to harness the evil of chat GPT to assist me with writing cover letters,
and have been applying to jobs in cities across the country that I've always enjoyed visiting.
No interviews yet, but I wanted to let you know that even without having to write you an ask,
I knew what you'd tell me to do, and that was all I needed to jumpstart my initiative.
Thanks for all the sage advice and laughs along the way, Anthony.
What did he do?
He was like, you know what?
I need a big life change, and started sending out his resume to other cities and other places.
And he's like, I don't have a mortgage that's going to tie me down.
I don't have kids tying me down.
Good, good, good.
Yeah.
Everybody needs to keep it moving.
Everyone just keep it moving.
If you are at a point in your life where you're dissatisfied or you don't think you're realizing
your full actuality or like dreams then move make a make a change make a big change yeah the life
rewards you i think when you make big changes i think so too yeah but also write in because we
love having people right yes i love to get advice i love it we always need new questions okay
chelsea are you ready to talk to a familiar face from maybe six years ago so shane is writing in
Is this Shane Gillis from The Roast?
Absolutely.
It absolutely is.
Weren't you excited to see him again?
Yamanika kept calling him Sean.
Like, that's incredible.
I mean, I never heard of him before, so.
That's racist, Yamanika.
All the Shanes and Shons look alike.
Okay, so Shane is from season one.
This is the guy who you two took a 30-day weed break with.
Yes.
Or you took a 30-day weed break with him.
Yes.
Yes, we love Shane.
Hey!
Oh, my God.
Hello.
How exciting is this?
We need our headphones.
Oh, we do need our headphones.
Oh, my God.
I know Shane.
I follow him on Instagram.
Prison is not a joke.
That's me.
Hi, baby.
Long time no see.
How are you?
You look awesome.
Thank you.
So do you.
Yeah, thank you.
You look so handsome.
I love it.
Well, Shane has some messy stuff that we have to dig through.
So I'll go through the list since it's all very succinct.
Hi, Chelsea.
It's Shane, your 30-day weed break buddy
from season one. Remember me? When we finished that break, I had just unexpectedly come out to
my family as trans. So while we were moderating weed, I was quietly detonating and rebuilding my
entire identity. Very chill timing. Since then, life's been eventful. At the start of 2025,
I had a three-week breakdown that landed me on Lexapro. During that time, I did a short weed
break because smoking was making my anxiety worse, but I ultimately went back to smoking every day.
No vapes, though. If I have one, I'll hit it every 7 to 12 minutes like I'm checking
notifications. Toward the end of the year, I quit my job of almost seven years, got evicted,
not my fault, just capitalism, and lost a friend to liver failure. On the positive side, I recently
started a new job, which feels like a real reset. Nothing motivates personal growth quite like
losing everything all at once. Also, because I clearly enjoy a side quest, I've developed a
nicotine pouch habit. In my state, they're not even flavored, just raw, unseasoned nicotine.
It's basically the LaCroix of bad decisions. So my questions for you are, do we need another
a 30-day reset. Do I include nicotine this time? And where's your personal weed line these days?
Love, Shane. Hi. Oh, yes. Hi. Okay. My personal weed line I gave up on, honestly. There's too
many idiots in the weed industry that I went through down the road like three different times
with three different groups of men. And I was like, I don't want to work with men. I just can't
deal with it. I came out with my Owls Brew Chelsea Lemonade instead because that was a women-led
a company and they came to me and they nailed it the first time. Like our first taste test,
I found three flavors that I loved. And I was like, this is, I've been down that road with men
so many times. So my Owl's Brew vodka lemonade was replaced my weed thing. But I still, you know,
I mean, I smoke and use drugs all the time. Okay. Can I ask a clarifying question? Shane,
did you mean a line of weed that's Chelsea branded or your personal line with how much
you smoke weed? No, she was, uh, the first time we talked, you were saying that you were going to
have your own line. Okay. Right, right, right. I read it the other way. Yeah. So, well, I guess
that's why it's called Dear Chelsea, Catherine. So yeah, you should do a 30 day reset. You have
an addictive personality. It's okay. I do too. I do that. I do too. So I have to like, sometimes
if I'm just doing too much of one thing, I just stop and then pivot to something else so that I
don't ever have to have giveaway. I don't want to ever have to give anything up. You know what I
mean? But 30 day reset is great because you don't have to give it up. You just have to stop for 30
days and that'll tamp down your desire. Yeah. I do want to give up a nicotine for sure. I'm
that's a bad habit. That's an achy habit. Yeah. I need you guys to publicly shame me so I can put
it. Okay. Do you want me to pretend to quit something for 30 days and do it with you?
What could I quit for 30 days? Huh? What's my favorite drug right now? LSD,
but that's not, that's not fair to the world because that's good for me to be on. Um, hold
on let me think of something else uh ketamine ketamine I hate ketamine I tried it I tried it
on that boat and that should be easy to quit for 30 days yeah okay fine I won't do ketamine for 30
days we're in solidarity do you feel the love Shane I do how's your life going uh right now
it's pretty good I'm starting to put my life back together I got a new apartment a new job
oh nice yeah so I'm just chilling how's a new job going I've only been here for like two months so
I don't really fully know everything yet,
but I feel like I can do most things by myself at this point.
It's shipping and receiving for a company in Berkeley.
So easy stuff.
And how are you like,
how did everything shake out with your family when you came out and like
did all of that?
They overall were cool with it,
but they still like fuck up pronouns in my name and I'm constantly
correcting my parents on that, but they're old.
So I'll let them pass.
Yeah.
That's okay.
That's okay.
Just keep reminding them.
They'll get it.
Yeah.
Yeah.
Well, Shane, I love you.
I love our relationship.
I love that you are calling back after six years and I love seeing you on Instagram.
Yeah.
This is my longest relationship right here.
Me too.
Me too.
Okay.
My black brother.
Me too.
Well, thank you so much for having me back.
You're welcome.
Anytime, buddy.
Bye.
Okay.
Bye.
Behind every night spent making the kids lunches, there's a lot of suspense.
Will they finally eat the veggies?
Will the pesto survive the first bite?
Will the lunchbox come home empty, half full, or come home at all?
And will you finish episode eight before you're done slicing the cucumbers?
Get Bell Pure Fiber Internet with Crave, Netflix, and Disney Plus from $94 a month.
Price guaranteed for two years on internet with a two-year term and auto pay credit.
Visit bell.ca for details and to check availability.
Bell. Connection is everything.
When I was 14 years old, I was kidnapped and held captive for nine months.
I survived and I've spent my life exploring how other people survive what should have destroyed them
I'm Elizabeth Smart and these are the Survivor Files
I just remember this low taunting voice next to my ear saying shut up don't say anything
Every week I'm with survivors who live through the unthinkable
I knew if he woke up without a doubt he was going to hurt me
I started feeling that there was someone at the end of my bed, and I just started screaming.
They are abducted, stalked, controlled, and nearly silenced.
But these aren't stories about what's taken from them.
They're stories about what it takes to make it out alive.
Listen to The Survivor Files with Elizabeth Smart on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
If your bookshelf and your For You page are equally important to your personality,
welcome home. This is Prose Society, the weekly podcast that's part book club,
part group chat for thought daughters, pop culture obsessives, and anyone who thinks
Pride and Prejudice and Love Island deserve the same level of discourse. I'm Eli Rallo,
and every week we're connecting the dots between books, the internet, and the conversations
everyone can't stop having. I'm going to have to look up this story. I'm obsessed. I'm obsessed.
From best-selling authors and your favorite book talk creators to the latest pop culture moments, nothing is off the table.
It's like if you can hide some real messages inside compelling characters, then that is a Trojan horse.
Whether you're looking for literary deep dives, smart pop culture conversations, or a community of readers who love to think a little too much, you're in the right place.
Listen to Pro Society on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
See you between the pages.
On the new podcast, Solita, we share the messy reality of traveling alone as a woman.
I can wait four hours for the next bus or this random dude is offering me a ride on his motorcycle.
I chose option B.
I'm Julie Pinheiro and I travel by myself because it's a rare space where I can say yes without asking anyone else first.
I'm on a mission to reclaim the word solita, trading the pity for possibility.
Every time I tried to be alone, I kept meeting people and they were like, you smiled at us.
Not a lot of people smile around here.
It's when you're alone that you're most receptive to the world as it is and not the lies you're sold about it.
It can be a time where you push your limits, change your mind, or wake up to a new version of yourself.
So whether you're a solo travel veteran or you're too nervous to book your first trip,
I hope you listen to Solita on the iHeartRadio app, Apple Podcasts, or wherever you get your
podcasts.
I love how they're using the wrong pronouns and he has like a full beard.
Like just.
Yeah, he was, he was, he transitioned from a woman, right?
I mean, he's like a dude.
First of all, he's a fucking a babe.
He's a babe.
He's a babe.
Yeah.
He's very hot.
He's very hot.
If any of you are out there in the Bay Area looking for a cute trans guy to date, I mean,
yeah that's nice so nice all right I have a wondering question we can wrap up with we have
a mom who might be overstepping a little bit but I'll let you take this one so Brenda says
hi Chelsea I know that you're now doing that matchmaking on Instagram and I love that so much
for you I'd love to be a matchmaker myself but I'm not sure how to go about it enough about me
my daughter moved to Barcelona several years ago and she's an English teacher and I want so badly
for her to have a great love and she hasn't experienced that yet in her life. I know what
would make her feel like she was chosen. Not that you have to be chosen when you can do the choosing
but that's something that has not clicked for her yet. When I went to visit recently I sat in a cafe
and met a very nice man for her but he ghosted and I don't think she likes the idea of me trying for
her but I can't help myself. No. She's so deserving of a loving and kind partner. If you get any people
from Barcelona she's a lovely girl who's soon to be 26 years old. Can you please add them to your
instagram brenda it's 26 years old is like not a baby she's gonna be fine mom and you like don't
meddle like that if she doesn't like that don't do it i know you can control yourself you're her
mother like and and yes i'll look out there were a bunch of people from barcelona actually but we
were focusing on this country so i'll talk to my social media team and have them focus on like
geo target places but i can't guarantee that we'll put her up because i'm being bombarded
I mean it's just it's it's too much to manage and so I'm doing the we're doing the best we can I'm
not doing it my social media team is doing it because it's so much but also respect your
daughter's wishes your daughter will be fine she's 26 she'll she'll meet she'll meet people don't
worry it happens it's gotta happen like of her own volition whether that's organically yeah or
online or whatever but yeah I feel like that's nice that that guy was very nice to her but also
So like, of course he ghosted, you know, it's like, oh, my daughter's so sweet and lovely.
Like, you know, it's just, you gotta, gotta let her do it on her own.
I think.
Yeah.
Yeah.
All right, Brenda.
Well, that's all for this week.
Peace out.
Peace out, guys.
If you want advice from Chelsea, write into DearChelseaPodcast at gmail.com.
Dear Chelsea is a production of iHeartMedia.
Follow Chelsea on all socials at Chelsea Handler and find Catherine on TikTok at FlashCadabra.
Dear Chelsea is edited and engineered by Brandon Dickert.
Executive producer, Catherine Law.
Find full video episodes and minisodes now on Netflix
and get tickets to see Chelsea live at chelseahandler.com.
I survived nine months in captivity,
and I've spent my life exploring how other people survive
what should have destroyed them.
I'm Elizabeth Smart, and these are The Survivor Files.
Every week, I'm with survivors who live through the unthinkable.
abducted, stalked, controlled, and nearly silenced. These are stories about what it
takes to make it out alive. Listen to The Survivor Files with Elizabeth Smart on the
iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
If your bookshelf and your For You page are equally important to your personality,
welcome home. Pro Society is a weekly podcast that's part book club, part group chat for
anyone who thinks Pride and Prejudice and Love Island deserve the same level of discourse.
Each week, we're connecting the dots between books, the internet, and pop culture
with your favorite writers, book talk creators, and plenty of overthought opinions.
Yeah, I'm obsessed. I'm obsessed.
Listen to Pro Society on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
Did you hear the new episode of the Hey Jonas podcast?
We are at D23, so we'll see who stops by.
The cast of Frozen stopped by.
Kristen Bell, Josh Gad, and Idina Menzel.
I auditioned for Frozen.
What?
For Kristoff.
They said, okay, what are you going to be singing today?
I said, I don't know.
That must have been why you didn't get it.
Oh, you probably won.
Plus, John Stamos, Hayden Christensen from Star Wars, and more.
And I guess I can share that, uh...
No way.
Listen to the latest episode of Hey Jonas on the iHeartRadio app,
Apple Podcasts, or wherever you get your podcasts.
Hey, this is Hayes Davenport.
And Sean Clements.
We host the podcast Hollywood Handbook.
Each week, we talk to someone in show business
and try to help them with their careers and see what they have to offer us.
Everyone has a good time, and no one gets mad at their publicist for letting them do our show.
We've had a lot of great guests like Sarah Sherman, Adam Scott, Danny McBride, Ben Stiller,
and a lot of other big shots that wouldn't be where they are without us.
Listen to Hollywood Handbook on the iHeartRadio app, Apple Podcasts, or wherever you get your podcasts.
This is an iHeart Podcast.
Guaranteed human.
