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October 3, 2025 16 mins

Chelsea and Catherine figure out how to survive AI, and a caller wonders if she should fake an acid trip. 

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Need some advice from Chelsea? Email us at DearChelseaPodcast@gmail.com

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Executive Producer Catherine Law

Edited & Engineered by Brad Dickert

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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.  

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Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:00):
This is Chelsea Handler from Dear Chelsea. I just announced
all my tour dates. They just went on sale this week.
It's called the High and Mighty Tour. I will be
starting debuting my new material. Well I've already started debuting
my new material, but in an organized tour form in
February of next year. So I'm coming to Washington, d
c Norfolk, Virginia, Madison, Wisconsin, Milwaukee, Wisconsin, Detroit, Michigan, Cleveland, Columbus,

(00:26):
and Cincinnati, Ohio, Denver, Colorado, Portland, Maine, Providence, Rhode Island, Springfield, Massachusetts, Chicago,
of course, Indianapolis, Indiana, Louisville, Kentucky, Albuquerque, Masa, Arizona, Kansas City, Missouri,
Saint Louis, Missouri, Minneapolis, Minnesota, Nashville, Tennessee, Charlotte, North Carolina, Durham,

(00:48):
North of Carolina, Saratoga, California, Monterey, California, Modesto, California, and
port Chester, New York, Boston, Massachusetts, Portland, Oregon, and Seattle, Washington.

Speaker 2 (01:02):
I will be touring.

Speaker 1 (01:04):
From February through June. Those are the cities that I'm in.
Pre sale started last week, so tickets are flying. I
haven't added second shows yet, but we probably will be
to some of these, So go get your tickets now
if you want good seats and you want to come
see me perform, I will be on the High and
Mighty tour.

Speaker 3 (01:22):
Well Hi, Chelsea, what's up?

Speaker 2 (01:24):
What's up?

Speaker 1 (01:24):
I had a photo shoot yesterday for the cover of
Snow magazine, which is like a ski magazine. So I
had a cover so I was like, Oh good, I
don't have to worry about my body at all because
I'll be in ski clothes.

Speaker 2 (01:37):
And then I woke up. I was so excited.

Speaker 1 (01:39):
I'm like, yay, I just get to have to be
smiling and muffy thing.

Speaker 3 (01:44):
Yeah, And then I.

Speaker 1 (01:44):
Looked at the mood board for the photo shoot and
guess who's in a bathing suit on skis.

Speaker 3 (01:49):
As Yeah, yeah, I can't.

Speaker 1 (01:52):
I know, I know, I can't. How can I What
am I going to say to that I don't do that?
So then I got I was like, oh fuck. So
I texted my makeup artists and I was like, bring
body makeup. Obviously watching on your sore, conjuring everywhere. I
was like, I have cell you light in places that
are not cute, you're not used to.

Speaker 2 (02:11):
Well, no, I'm not.

Speaker 3 (02:12):
I'm used to it.

Speaker 1 (02:13):
I've had it for a long time, but it's like,
you know, like you could prep yourself.

Speaker 2 (02:17):
I don't know, it was just it ended up being
a great photo shoot.

Speaker 1 (02:20):
The photographer was there and the first thing he said
to me was, I know you like to take your
time with everything, and then we all burst out laughing
because clearly he got the memo that everything is as
fast as possible, as quick as possible, and that's how
I like sex too, Let's go hurry up. So it
was actually ended up being a really good photo shoot.
I got some hot photos out of that, hopefully. I mean,

(02:42):
if not, they'll just have to retouch them.

Speaker 3 (02:44):
Yeah, I mean that's easy.

Speaker 4 (02:45):
I'm not against that, just as long as I don't
use AI and give you seven fingers.

Speaker 3 (02:48):
On one hand, Yeah.

Speaker 1 (02:49):
I saw another bad AI this morning. It looks like
AI is having a meltdown, truly. There was a big
AI that came out last week right that got panned
because it was giving misinformation about former presidents and the states,
the names of states, like it was basic information. So
it was like sounded like it was crashing. But I
still don't even really understand AI and I do. It
does help me a lot with my Spanish. Oh that

(03:11):
I mean more than my Spanish instructure. Like when I
ask AI to can break down the difference between like
KDAR and you know another guardar, and because I don't
understand the difference, it will really I'm like, oh, this
is good INPROOD, but I try not to use it
because I heard that every time you use it, you know,
you're basically like killing you know, a far rounding trees.

Speaker 4 (03:31):
Yeah, yeah, when I try. This is actually good for
people to know because I don't like to use it either.
And Google sort of automatically makes you do it now,
So if you don't want to use AI, you can
type your search in like where are my tomato plants dying?
Which is what I typed in recently, and then you
do the little minus sign and AI. So you type
in your search minus AI and it won't give you AI.

Speaker 3 (03:49):
For Google Yah and Chrome, yes, I think in Chrome.

Speaker 1 (03:52):
I don't know. I don't know what the difference is really,
but yeah, minus AI, I see, because it always says
AI generated Yes exactly. Okay, Well that's good to know.
At some point you're gonna have to explain to me.
What Reddit is and substack, because I somehow I'm a
member of substack, but yet I've never joined.

Speaker 3 (04:09):
I actually think that I'm prepared to do that right now?

Speaker 2 (04:11):
Oh okay, great, I am. Well.

Speaker 1 (04:13):
You mentioned Reddit the other day during an interview and
you're like, you're all over Reddit to someone and I
was like, what I know.

Speaker 2 (04:18):
Of course I heard. I've heard of Reddit, but I'm
not on it, So what do I say.

Speaker 4 (04:22):
I didn't start using it that much until recently. But
basically Reddit is almost like people can go in and
post their opinions or ask questions, and like other people
will comment on it. So to use the same example,
like I can go in and say like, hey, why
why are my zucchinis.

Speaker 3 (04:37):
Not growing properly?

Speaker 4 (04:38):
And I'll have seventeen people be like, Oh, you need
to use this kind of fertilizer or you need to
water them more and they're not getting enough sunlight.

Speaker 3 (04:44):
So it's like real people answering your questions.

Speaker 4 (04:46):
And I'm finding it really helpful in the age of AI,
because half of the time an AI answer is wrong.

Speaker 3 (04:53):
Right, is it? That's what I mean.

Speaker 1 (04:55):
My cousins told me that Google's wrong too, like that
Google's just an aggregate of all this information so that
sometimes it gives you correct information and then sometimes it
just gives you random information.

Speaker 3 (05:06):
That is true.

Speaker 4 (05:06):
But I find AI is like kind of just going
and getting random stuff and like putting a little synopsis,
and it's.

Speaker 3 (05:11):
Like like fifty percent of the time it's not true.

Speaker 4 (05:14):
I find So this is actually real people answering your question,
which could also not be true.

Speaker 3 (05:19):
That's that's true.

Speaker 2 (05:20):
There's something.

Speaker 3 (05:20):
Yeah, you have to take a little bit with a
grain of salt.

Speaker 4 (05:22):
But it's also there's a dark side of Reddit where
there's like all kinds of bad stuff. You don't want
to go on that side of Reddit, Like what like
I don't I mean like nasty porn and stuff like
not normal porn, like not good.

Speaker 1 (05:33):
Why can't there be one platform that's just good and nice,
don't know?

Speaker 2 (05:36):
Why does everything go to shit?

Speaker 1 (05:38):
That's why I'm scared of AI so much, because it's like,
of course there's going to be good stuff that comes
out of it, but there's going to be so much
bad stuff that comes out, so much bad stuff. When
I heard on that yeah that they have self preservation,
I was like, oh my god.

Speaker 3 (05:50):
That the bad guys that AI.

Speaker 1 (05:52):
Has basically been engineered now to understand, well, not intentionally,
but to understand that if you're shutting down a system
and replacing it with a higher performing, more nuanced system,
more and more comprehensive system, it will fight to remain alive,
like a fucking alien World war Z or like the Terminator.

Speaker 3 (06:11):
I know we've had these movies before.

Speaker 1 (06:13):
Like, yeah, we did, and that's where we got all
these ideas. I mean, talk about stupid and stupid.

Speaker 3 (06:20):
Well, you know what.

Speaker 4 (06:21):
On that note, let's have a little bit of a
nice transition into a nice response we got from a listener.

Speaker 3 (06:28):
I can say nice a few more times if we
need to.

Speaker 4 (06:31):
So Deanna called in on our Rachel Bloom episode several
months ago, and she had.

Speaker 3 (06:36):
Lost a beloved dog and you advised her to get
a new one. Stet So she said.

Speaker 2 (06:41):
Oh I forgot dog.

Speaker 3 (06:43):
Oh shit, is he at home? Yes?

Speaker 2 (06:46):
I forgot to bring him.

Speaker 1 (06:48):
Oh my god, No, I forgot I meant to bring
him today anyway, Okay, go.

Speaker 4 (06:52):
On, that's okay because one of our guests that we're
recording with today is actually bringing her dog.

Speaker 3 (06:55):
So well, we all have a dog.

Speaker 4 (06:58):
But she said, we did take Chelsea said, we met
and picked up our new lover today. His name is Jupiter.
We love hiking the mountains together. She's in Colorado. The
advice really helped and made us feel much less It
made me feel much less alone in my grief.

Speaker 3 (07:11):
All the best, Deanna.

Speaker 2 (07:12):
That's cute.

Speaker 1 (07:12):
And then for a nickname, Juw, I mean that'll work
out nicely, excellent.

Speaker 3 (07:17):
Preat preat.

Speaker 4 (07:23):
Okay, So we do have a question, okay, caller, and
I think this is specifically a really good question for you.

Speaker 3 (07:29):
So m Rossio is calling in from Rome. She Rome, Wow,
how did we work that time different?

Speaker 2 (07:36):
So you know what? Actually?

Speaker 4 (07:37):
Like our pre interview call was dangerously middle of the
night for her, but this one is like early evening.
So her subject line is should I fake a psychedelic trip?
Dear Chelsea, My name is Rossio and a forty six
year old single woman writing to you from Rome. I
need some advice and couldn't think of anyone better than
you for this one. I don't drink alcohol, never have,
I don't smoke, don't even drink coffee for that matter.

(08:00):
I just have never been interested in any of it.
I think it's mostly because I'm autistic diagnosed about fifteen
years ago. I've done my work in therapy and can
say I'm very happy where it has all led me.
I do still have some issues with OCD and letting
go of control. Some years ago, a friend of mine,
also autistic, suggested I take MDMA to help me with that.
I considered it for a long while, but never got
myself to do it. Back then, well, three years ago,

(08:22):
I was with a childhood friend who now lives in Barcelona.
He had just broken up with a boyfriend and was
sad and alone in Amsterdam. So I hopped on a
plane and joined him there for a couple of days.
It was there that he proposed we take MDMA together,
and without overthinking it too much for once, I just did.
For anyone who has experienced it, you know how amazing
your first Molly trip can be. From that day on,

(08:43):
me and my friend decided we would trip together and
help each other sort out our personal difficulties.

Speaker 3 (08:47):
We trust each other.

Speaker 4 (08:48):
And feel safe sharing our innermost thoughts without being judged,
and so it began. Every three months he would come
to Rome or I would go to Barcelona for our
spiritual retreats as we call them. We do this indoors
at home with our chill music, and it's done miracles
for us, truly life changing.

Speaker 3 (09:04):
About six months.

Speaker 4 (09:04):
Ago, I switched things up a bit by introducing LSD
into the picture. It blew our minds. If Molly had
helped so far, then LSD just took us to a
whole new level of awareness. The thing is, Chelsea, we
are talking big doses here, not microdosing. The last trips
have left me feeling physically off, and it takes me
days to recover. I'm also at a point in my
life where I feel the very best I've ever been.

(09:27):
Everything is perfect and I'm aligned just right. I have
an amazing life, a job I love, and loving friends
and family. I think I've done lots and lots of
soul searching and acceptance thanks to those substances, but I
think for now I'm done with them. My friend is
coming soon for our next scheduled trip at my place.
I'm really not feeling it this time. I don't have
the excitement I usually get when the day of the
trip approaches. I'm at a crossroads and don't know whether

(09:49):
I should just tell my friend I don't want to
do it, and be a party pooper, or maybe I
should just fake it. Yes, you heard right, I'm thinking
about faking the trip. As women, we know pretty darn
well how to fake many things. I know that if
I tell him I don't want to do it, then
he just wouldn't want to do it alone. For him,
it's either we do it together or nothing. He's been
really looking forward to it and counting the days, and
I know not being truthful about it is not nice,

(10:11):
but I do it just because the arrangements have already
been made.

Speaker 3 (10:14):
I just don't know.

Speaker 4 (10:15):
Am I overthinking? And should I just trip with him?
Should I explain and be a party pooper? Should I
just fake it and let him have his trip?

Speaker 3 (10:21):
Chelsea? Please help?

Speaker 2 (10:22):
Ros Ceo Hi, roe Ceo, Hi, Hi? How are you mine?

Speaker 1 (10:27):
Thank you.

Speaker 5 (10:27):
I'm so excited about this advice you're about to give
me because I'm really lost here and I thought this
was such a perfect question for you.

Speaker 2 (10:35):
So it is a good question for me.

Speaker 3 (10:38):
Right on the money.

Speaker 1 (10:39):
First of all, I would always advise that if you
don't feel like doing a drug, do not do it.
You have to be in the right head space to
do a drug. You do not need to lie to
your friend. Your friend is going to understand that you're
not in the mood to do it if you've done
like you found something you loved and it sounds like
you really went for it enthusiastically, like with great intentions
of like having a great journey, and you've accomplish that,

(11:00):
and then you kind of took it farther and farther,
or I should say further and further. But you don't
need to push things like that. Like that's what we get.
We get greedy with the results of things, right. We
want we like something the way it affects us, We
want more of that. So it's like that dopamine hit
of something really clicking. But I would say, like, just ay,
don't worry about your friend making arrangements. You guys have

(11:22):
been through all of this stuff together. He's definitely going
to understand that you don't want to do it, and
he's most likely going to opt to not do it
and spend your time together in a different way. And
you know, have some backup plans ready. You're in Rome,
you have a million things you can do right.

Speaker 5 (11:37):
Yes, yes, no, for sure. I mean I was also
worried about our friendship with friends from childhood, but in
the last few years it's only been about the trips, right,
And you're you great that if I take this element
out that he will feel like, I don't know, betrayed
or something, or that we won't that it won't be
as deep as it has been so far.

Speaker 1 (11:58):
Now that's you being a woman and being hard scarred
by the world because you don't want to disappoint anyone.

Speaker 2 (12:04):
That is being a woman.

Speaker 1 (12:05):
That is like the badge that we wear, and we shouldn't.
It's not our responsibility. You have to take care of
yourself first and foremost, and your friend. Honestly, if he
got there and you were like listen, I mean you
could tell him beforehand, just to be like listen, I
know that things are planned, but I just have to
tell you I'm not feeling at this trip. If you
want to go ahead and do it without me, I'm
totally down with that, or we can hang out and

(12:26):
do not.

Speaker 2 (12:27):
Do it this time.

Speaker 1 (12:28):
Like I guarantee you he's going to be looked down
for that, and just be very honest about it.

Speaker 2 (12:32):
And if he really isn't.

Speaker 1 (12:33):
Okay with hanging out with you without tripping, first of all,
that's a whole new adventure that's going to be a
high of its own because you guys haven't done that yet,
And if he isn't okay with that, well then kind
of like that's not really your friend anyway.

Speaker 2 (12:45):
It sounds like it was a drug friend. So I
really just.

Speaker 1 (12:48):
Think you need to be true to yourself, your feelings,
your emotions, be a woman, and think of all other
women when you make decisions for yourself.

Speaker 4 (12:56):
And I wonder if there's like something you can do
that's not drugs but like gives you sort of a
very novel experience or an endorphin high.

Speaker 3 (13:03):
Like I mean, I don't know if there's like bungee
jumping home.

Speaker 4 (13:06):
But like helicopter rid or like something that's like maybe
a little turisty, and really find something that's gonna like
give you that a flood of endorm.

Speaker 5 (13:14):
Because I mean, because he's like very like hyperactive and everything,
and I'm very mellow. I'm very I'm like a lone wolf,
you know, I'm always in my space and everything. So
we compliment each other very well because I need to
explore more, you know, like the world in general, and
he needs to calm down. So that's like a really

(13:38):
nice dynamic we've always had. So by tripping together, I've
been able to open up more and he's been able
to have like less fomo and you know, like be
in the moment and everything. So yeah, I mean I
think I'm definitely ready to to let go of that phase.
You know, I've I've took it, as Chelsea said, very

(14:00):
as far as I could. You know, we went every
time like it was a crescendo, And honestly, it would
have been fine not taking all these heavy doses. But
also then I was trying to please him and he's like,
let's stick more, Let's stick more, and it just cut
to a point that it's not enjoyable.

Speaker 2 (14:20):
Yeah, you overdid it and you have to be you
have to honor yourself.

Speaker 4 (14:23):
Okay, Well, it sounds like you you got to the
place where what you were looking for from this you know,
experiment and from this adventure, you got to that point
you know your you're loving life. You feel refreshed and
like you don't need to do it anymore unless you,
you know, get a hankering down down the road.

Speaker 5 (14:40):
No, I I just I mean, Chelsea's right, I think
it's just I'm just afraid to disappoint him more like
leave him behind. So I'm trying to please him more
like fake that I'm still at the point where he
is at. But I know I've outgrown it, you know.
So yeah, well that's great advice. I have to be

(15:01):
honest then.

Speaker 1 (15:02):
And let him know before he makes the trip so
that he doesn't get mad at you for not telling
him before he got on.

Speaker 2 (15:08):
Just let him know.

Speaker 5 (15:09):
Go.

Speaker 2 (15:09):
I still want to hang out. I think we can
figure out thing.

Speaker 1 (15:11):
You can even like catalog if you haven't done this already,
and maybe you have catalog all of your journeys or
trips that you've hunt done together.

Speaker 2 (15:18):
Maybe you could do like a.

Speaker 1 (15:20):
Review, you know what I mean of everything, like a
full scale review of everything and really talk about the
first time the second time, what's changed for you, what's
changed for him?

Speaker 2 (15:29):
Like another way to like kind of you know, have
some growth and like expansion, but without using the drugs.

Speaker 3 (15:35):
I love that.

Speaker 4 (15:36):
Or even you could see like a shaman or go
get reiki or do something else that's sort of you
have a sound bath, something that's spiritual.

Speaker 1 (15:42):
I don't know about a sound bath. I think that
might be disappointing after an acid trip.

Speaker 4 (15:46):
But whatever, you know, I've never don an asset, so
it sounds great to me.

Speaker 5 (15:52):
Okay, well that's good advice, Thank you very much. I
was really lost with this one, so okay.

Speaker 1 (15:58):
Well, yeah, you take care of you and and then
your friend will take hopefully will take care of you
too in the same way.

Speaker 2 (16:04):
But yes, please look out for yourself. Okay, thank you.

Speaker 3 (16:07):
For calling in.

Speaker 5 (16:09):
You bye bye.

Speaker 2 (16:12):
Okay, and well that was our minisode for the week.

Speaker 3 (16:15):
Catherine, all right, well we'll see you guys.

Speaker 2 (16:17):
Feel minide okay, okay, bye, guys.

Speaker 1 (16:20):
Bye.

Speaker 3 (16:21):
Do you want advice from Chelsea?

Speaker 4 (16:23):
Right into Dear Chelsea Podcast at gmail dot com. Find
full video episodes of Dear Chelsea on YouTube by searching
at Dear Chelsea pod. Dear Chelsea is edited and engineered
by Brad Dickert executive producer Katherine law and be sure
to check out our merch at Chelseahandler dot com.
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