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October 28, 2025 19 mins

A new costume is causing MAJOR drama between a listener and his close friend, and he has no idea where else to turn! It’s a Halloween-themed Awkward Tuesday Phone Call!

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Episode Transcript

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Speaker 1 (00:00):
Oh, it's that special time of year where you get
a Halloween Awkward Tuesday phone call right here.

Speaker 2 (00:04):
Yeah, I love it. We dive deep into this holiday.

Speaker 1 (00:08):
It's Brook and Jeffrey and this is your second Date
Update podcast, So thanks for being here.

Speaker 2 (00:12):
Yes, and that's coming up in just a second. But first,
what's on the textboart comments?

Speaker 1 (00:17):
Hannah Victoria said, I'm about to go on a first
date and I'm listening to this beforehand dating advice.

Speaker 2 (00:24):
From Brook and Jeffrey.

Speaker 1 (00:25):
Gonna get me through with some prayer hands.

Speaker 2 (00:29):
I don't help your date date lower your standards.

Speaker 3 (00:33):
Yeah.

Speaker 4 (00:34):
Well, also it's in your head it's gonna suck.

Speaker 1 (00:36):
Yeah, or it lowers your expectations. Anything good is good? Yeah, man,
like those small things.

Speaker 2 (00:41):
I don't know. Let us know. We need an update
from that commenter after the date. Yeah, it was for
a few days ago. So Hannah, get back on here
and you tell us how it went. Okay, I like that.

Speaker 5 (00:50):
Do you listen to second updates after a bad Yeah?

Speaker 1 (00:53):
Well it makes it feel better. Loves company, all right,
But right now it's Awkward Tuesday.

Speaker 2 (00:58):
So here we go.

Speaker 3 (01:01):
For years on this show, one Halloween costume has caused
more drama than any other. Oh, it was about twelve
years ago when I showed up in an extremely realistic
gladiator outfit and Brooke was blushing.

Speaker 5 (01:19):
For sure.

Speaker 1 (01:21):
I swear like you were wearing nothing at the office.

Speaker 6 (01:25):
Yeah, it was literally.

Speaker 3 (01:27):
She's smiling as she says, so uncomfortable.

Speaker 7 (01:30):
M hmm.

Speaker 3 (01:30):
Still she brings it up in work emails to this day.

Speaker 5 (01:34):
He's had six packs too. You had a whole six pack?
Sure did.

Speaker 3 (01:37):
But after today's call, I think the ogling may finally
be over because a new costume is causing major drama
between a listener and his close friend as.

Speaker 5 (01:50):
Much as yours.

Speaker 4 (01:50):
Yet well, actually.

Speaker 2 (01:52):
It has not caused drama. He was just inappropriate in
the workplace.

Speaker 3 (01:55):
Those are your words, okay, But he has nowhere else
to turn. You're gonna hear why this one outfit has
become so controversial. In a very special Halloween themeed awkward
Tuesday phone call right after this.

Speaker 5 (02:09):
It's awkward.

Speaker 2 (02:10):
It's Tuesday.

Speaker 5 (02:11):
It's awkward Tuesday phone call.

Speaker 3 (02:14):
Halloween time means fun sized candy with full sized drama.

Speaker 2 (02:21):
I like that, Jeff, that's a good tagline for Halloween.

Speaker 3 (02:24):
No, that's what brings our listener Darius to the show
this morning. Apparently some Halloween drama has sprung up in
his personal life, so he's ringing our doorbell asking for
help and maybe a bite of Brooks Almond Enjoy. We'll
find out. No, dars enough, welcome to the show man, Hey,
thank you for having me come looking.

Speaker 2 (02:44):
For my candy, Darius.

Speaker 5 (02:45):
I think Brook's the only one.

Speaker 6 (02:46):
That loves it.

Speaker 5 (02:46):
All enjoy and we'll still fight for them.

Speaker 3 (02:48):
Yes. I don't know if Darius, your drama involves candy
at all, But tell us what made you reach out
to the show for an awkward Tuesday phone call?

Speaker 6 (02:56):
Well, I have a problem a home. I'm a big Halloween.

Speaker 1 (03:00):
Okay, all right, Like you love to dress up, you
like to decorate your house, Like, what does that mean
to you?

Speaker 7 (03:07):
All types of activities like dressing up, going to parties,
enjoying the spooky things, trying to come up with new
ideas with different costumes.

Speaker 2 (03:16):
Okay, all the creative costume media.

Speaker 3 (03:18):
Yeah, hanging outside of elementary schools and scaring kids on
their way out just to be part of the season.

Speaker 5 (03:25):
He's in all sorts of Halloween activities, right, that's what
you said, Darius.

Speaker 7 (03:30):
No, no, I don't know.

Speaker 6 (03:31):
I stay away from school.

Speaker 7 (03:33):
So maybe you're not as.

Speaker 5 (03:34):
Big into Halloween as you said you were. But that's okay.

Speaker 1 (03:36):
He's an adults to an adult festivities type of guy.

Speaker 5 (03:40):
That's fine.

Speaker 3 (03:40):
Yeah, okay, teach their But where does that drama come
into your life right now?

Speaker 6 (03:46):
Well, during this past weekend that was really sick and
I'm still Halloween party downtown.

Speaker 3 (03:53):
Oh, this was the weekend to do it, like the
biggest weekend of the year.

Speaker 4 (03:56):
It does suck that October, like Halloween falls and like season,
it gets sick for the summer.

Speaker 1 (04:02):
It always happened, especially you put a lot of time
into your costume.

Speaker 2 (04:05):
Yeah, was your sexy costume just gone to waste? Then?

Speaker 6 (04:10):
Well it didn't really go to waste. Oh, I'm gonna
get to that.

Speaker 7 (04:13):
But they had the big Halloween costume contest and the prize.

Speaker 6 (04:18):
Was five hundred dollars. Wow, and I thought I was really.

Speaker 7 (04:22):
Going to win because the Alpha that had was a
very unique outfit. It was the Darth Vader t wets
outfit mixed.

Speaker 5 (04:29):
Together Darth t Rex. What does what does that look like?

Speaker 2 (04:33):
I'm trying to imagine is there a pun I'm missing
in this?

Speaker 8 (04:37):
No?

Speaker 7 (04:37):
No fun. But if you look at it like the
inflatable t wets outfit with a life saber and the
Darth Vader had.

Speaker 3 (04:45):
Okay, okay, you're going for the humor aspect of it.

Speaker 5 (04:50):
It's just really funny looking.

Speaker 1 (04:51):
So wait, you didn't get to wear it though, because
you were sick, right right, I was a little sick.

Speaker 7 (04:56):
So my friend seriff I said, hey, take try this on,
go down to the party and have fun.

Speaker 2 (05:03):
Oh that's nice. You let your friend wear the costume.

Speaker 1 (05:05):
Let's get inflatable din Now you can't see yourself anyways, right, Yeah, it's.

Speaker 5 (05:09):
Good for all genders.

Speaker 2 (05:10):
Yeah right.

Speaker 6 (05:11):
She didn't have a costume anyway, so it was like
I was helping her out.

Speaker 8 (05:15):
Nice.

Speaker 2 (05:16):
That's actually she is going to get so much mail attention.
Oh yeah, t Rex starth Vader.

Speaker 3 (05:22):
Out, Dinosaurs star Wars. I mean all the boys are
going to be into that. On that one bad boys
came right, So so you sent her in your costume.

Speaker 5 (05:34):
Did you hear about how it went?

Speaker 6 (05:37):
Yes? I did. I heard how I went, and it
went well. She actually won the costume.

Speaker 7 (05:46):
Yeah, honestly, yes, she really won. And she in the
grand Frist is like five hundred dollars.

Speaker 3 (05:50):
Yeah, well you get to you should probably get some
of that money since it is your costume that she borrowed, right,
at least have a nice dinner.

Speaker 6 (06:00):
And I agree with that.

Speaker 7 (06:01):
Statement what she said. I do totally agree with it.
And when she won, we both were pretty happy that
she won, you understand, but she didn't offer me anything,
what anything at all.

Speaker 2 (06:11):
She's like, wow, I won five hundred dollars on the
costume you made.

Speaker 3 (06:16):
Sorry, No, right.

Speaker 7 (06:18):
She didn't split the winningso anything. And I really don't
know how to approach her about it. I don't want
to sound pretty like in a sense. Let hey, I
made that costume that you want.

Speaker 1 (06:29):
Totally, and those costumes aren't cheap, you know, the inflatable
t rags and then whatever you had to do to
like construct the helmet. I'm sure you made it yourself
at the lightsaber.

Speaker 4 (06:39):
But you know, sometimes being good friends like you don't know,
like she honestly brought I didn't think twice you guys,
do you not know? Let's just celebrate your hug and
then you're like, I'll see you later.

Speaker 2 (06:47):
It's just logic being a good friend.

Speaker 4 (06:49):
That's why maybe he says something and she's like, oh
my gosh, oh my gosh, you're right, I saw that you.

Speaker 5 (06:53):
Give you some money. Like, what did you say when
you talked to her? Like, how did that conversation go?

Speaker 6 (06:58):
When she said that she went, I was like, oh great,
I'm happy for you and everything, but I never brought
up the subject of money.

Speaker 7 (07:04):
Oh oh, kind of like.

Speaker 3 (07:07):
Left it for her to any Okay, you are afraid
because she looks like a giant t Rex with a lightsaber,
and you don't want something bad to do.

Speaker 5 (07:16):
Yeah, I mean that's even worse, totally.

Speaker 6 (07:19):
Yeah, I don't want to see that bad side?

Speaker 8 (07:21):
Right?

Speaker 6 (07:22):
Is that?

Speaker 2 (07:23):
Is that what you're wanting our help with is to
ask for part of the money, all the money? What
do you want to do?

Speaker 7 (07:28):
I mean I don't I don't want all the money,
but I could definitely use like at least fifty.

Speaker 2 (07:33):
Okay, okay, Yeah, and square friends of money is so tricky?
You really hate it?

Speaker 4 (07:40):
Oh my gosh, I absolutely hate it.

Speaker 3 (07:42):
That's going to be our job to figure out how
to have that conversation while keeping the friendship still copacetic.

Speaker 4 (07:48):
Yeah, in worst case, Brook, will you give them two
fifty years for you?

Speaker 7 (07:54):
Right?

Speaker 3 (07:55):
So you need advice to call Sharis and convince her
to give you at least part of the winnings for
the costume contest that she won while wearing your outfit
that she made.

Speaker 5 (08:07):
Seems like a fair ass.

Speaker 7 (08:08):
And I know you guys so creative ways to come
up with stuff.

Speaker 2 (08:13):
Kind of you guys to do this, Okay, Okay, he
want us to be on the creative side.

Speaker 6 (08:17):
Not just blunt right, because I want her to use
the Jedi trick on us.

Speaker 3 (08:22):
Okay, Well, we're all going to have to conquer our
fears when we give you some advice and help you
to confront t Rex Darth Vader herself when we come
back with your Halloween themed awkward Tuesday phone call right
after this.

Speaker 5 (08:36):
Okay, hold on, man, it's awkward.

Speaker 3 (08:40):
It's Tuesday.

Speaker 5 (08:41):
It's awkward Tuesday.

Speaker 2 (08:43):
Phone call.

Speaker 5 (08:45):
When Dino's turn to the dark side. Things get awkward.
It's a Halloween themed.

Speaker 3 (08:52):
Awkward Tuesday where one of our listeners, Darius, needs help
calling his friend Charis because she borrowed his homemade Darth
Vader t Rex outfit for a costume contest just last weekend,
a contest she won, taking home first prize along with
five hundred dollars cash money. So Darius thought, Hey, that's awesome,

(09:13):
but she hasn't offered to split the winnings with him
like a good friend probably should. And that's why he
needs our help on how to have that conversation delicately,
because mixing friendship and finances that can be a little
bit tricky, especially when your friend is a prehistoric apex
predator wielding a lightsaber.

Speaker 5 (09:31):
Tough position to be put in.

Speaker 2 (09:34):
Definitely not the father this time.

Speaker 8 (09:37):
Oh you know.

Speaker 2 (09:39):
You can't.

Speaker 5 (09:42):
Dark fading deep cut?

Speaker 3 (09:45):
Okay, Darius, Darius, I don't hear you laughing at the joke.
He'll give you a little credit. Maybe he's more interested
in your advice, though, Bro, what.

Speaker 2 (09:58):
Advice do you have for advice on this? Darius? Okay?

Speaker 1 (10:00):
I don't want you to ask for the money. I
don't want you to tell her she owes you. I
want you to just make the call with the wild
assumption that you already have it, right.

Speaker 5 (10:10):
Oh, I already have the money.

Speaker 2 (10:11):
Yeah, you're like, oh my god, I've been thinking about it.
I am so excited about this. How are you gonna
spend your half? This is what I plan to do
with my half of the wedding, right, that's a good
thing to say.

Speaker 5 (10:22):
The agreement was implied. It doesn't even need to be said.
What do you think about that, Darius?

Speaker 6 (10:27):
I do like that a little bit. It's a little
bit of jenime trick coin.

Speaker 5 (10:30):
Yeah, oh there you go.

Speaker 2 (10:32):
It's very passive aggressive.

Speaker 5 (10:33):
Okay, so you hold over that, Jose, what do you
think well?

Speaker 4 (10:36):
To really get her to care about the situation, don't
even bring up the costume, bro, I would mention your
short on rent this month.

Speaker 5 (10:43):
Oh, play on her, on her emotions, on her sympathy
for you. I see you're saying.

Speaker 4 (10:47):
And as a friend, you'll probably just offer like, oh
my gosh, I can help you.

Speaker 1 (10:51):
Maybe he could cough like like if he's still say
to make it sound more empathetic.

Speaker 3 (10:56):
And can you cry on command to Darius was a
little heavy, but yeah, maybe dial it back a little bit.
But you can always use it if you're really really desperate,
you always try.

Speaker 2 (11:11):
Maybe you'll get more than two fifty if you say
the rent.

Speaker 5 (11:16):
Okay. So uh, that's our advice for you, Darius. You
can use however much you want to. But we're in
your corner no matter what. I'm going to dial your
friend series and let you make this call you feel ready?

Speaker 6 (11:26):
Ready? All right? Man?

Speaker 5 (11:28):
Good luck?

Speaker 6 (11:28):
Here we go, Thank you? Hello, going on the girl's everything.

Speaker 8 (11:44):
Hey, Darius, did you get this new phone? Or this
isn't your regular number?

Speaker 6 (11:50):
No, this is more work phone numbers.

Speaker 8 (11:52):
Oh okay, so what's up?

Speaker 7 (11:57):
Yeah?

Speaker 6 (11:58):
First of all, congratulations on when and surprise. I'm so excited.

Speaker 7 (12:03):
I'm so excited that I want to take my.

Speaker 6 (12:06):
Ass and pay my rent with.

Speaker 5 (12:07):
It combined it all together.

Speaker 7 (12:11):
Oh that's hilarious. That's funny. That's yeah.

Speaker 6 (12:17):
For the holls of week. What's going on?

Speaker 8 (12:21):
Well, I've just been working, so I think I'll probably
just do a spa day honestly, it's a good day
for it, and get my nails one. So yeah, how
about you?

Speaker 6 (12:32):
Oh that was good with So with the earning from
the from the costume, I.

Speaker 8 (12:38):
Mean it definitely doesn't hurt. When did you start watching?

Speaker 6 (12:43):
Oh well, I'm not talking watching, I'm just you know, listen,
let's be honest. I made the costume, you wore the costume,
and I think it should be nice of you to
go half with me on or break me off a
little something. You know, I did say my.

Speaker 7 (12:58):
Rent was due.

Speaker 8 (13:00):
Various.

Speaker 7 (13:00):
Everybody's rent his due, that is true, and I think
you know my situation a little bit bad than most people.
So that's why you know I'm talking to you asking
you nicely. You at your boy. That was your boy.

Speaker 8 (13:16):
You you are my boy, and that is true. But
we both know, Darius, when I put that costume one,
it looks better on me. We do know that.

Speaker 6 (13:25):
What are you talking about?

Speaker 7 (13:26):
It's a TVs cost If nobody can really even see
your body, like what's going on?

Speaker 6 (13:30):
That doesn't make sense to me.

Speaker 8 (13:32):
Everybody can see my tail in that. Okay, let's not
be let's not even joke.

Speaker 6 (13:38):
Okay, it's a lot of tale. I know that, buddy,
I do know that.

Speaker 7 (13:42):
But you no, seriously A little shocked that you're saying
that because we want that contest together.

Speaker 6 (13:48):
That's how I look at That's because we're friends.

Speaker 7 (13:50):
Right, I hear you, Darius.

Speaker 8 (13:53):
I definitely understand where you're coming from. But if it
wasn't for me, the costume wouldn't have made it to
the contest.

Speaker 6 (13:59):
So what are you saying?

Speaker 7 (14:00):
You're not going to break me off a little bit
of the earnings. I really kind of deserved that because
I did work hard to make that costume. Yeah, I
made the costume and you wore the costume. So that's
in my mind that sounded like a fifty to fifty
kind of deal.

Speaker 8 (14:14):
Oh well, Darius, I'm so sorry to tell you I
can't give you that money.

Speaker 7 (14:21):
Why you can't Why can't you give me that money?
Because it was it was money that we wasn't expecting
to win.

Speaker 8 (14:29):
I actually got stick because of you. So I had
to let my cousin go in the costume, and she's
actually the person that won. So we split the money.

Speaker 7 (14:38):
What whole time out?

Speaker 6 (14:41):
Now, hold on, say you sub letted my costume. So
random person is.

Speaker 8 (14:48):
A random person. She is my cousin. You met her,
the one you were trying to get her phone on
random let's not play.

Speaker 5 (14:54):
Okay, get her phone umber too.

Speaker 8 (14:57):
There are two?

Speaker 6 (14:57):
Are all these people in the background.

Speaker 7 (14:58):
I thought you said you were a word.

Speaker 3 (15:00):
Yeah, he's at our work, a radio show called Brook
and Jeffrey in the Morning. Oh gosh, yeah, you're on
a segment called the Awkward Tuesday phone Call right now. Wow,
Darius reached out to our show for a little bit
of help talking to you.

Speaker 6 (15:14):
This is unbelievable. You written my costume out to some
one though, and you split with them, right.

Speaker 8 (15:19):
It's unbelievable to me that you call me on the
phone through the radio like this is Judge Judy. I
don't what are we doing?

Speaker 5 (15:26):
Wow?

Speaker 1 (15:27):
Oh man, you already split the money. So you only
got two fifty from the winning series.

Speaker 8 (15:32):
I only got two fifty and it's basically already been.

Speaker 2 (15:35):
Oh and then the cousin makes the most out of
all of you.

Speaker 5 (15:37):
Yes, yeah, sureis that just feels wrong.

Speaker 3 (15:40):
Darius is the one who put all the effort into
putting the costume together, coming up with the idea, buying
all the supplies, Like, doesn't that like factor into your
thought process at all?

Speaker 8 (15:49):
He was sick. I mean, what was I supposed to do?

Speaker 7 (15:52):
He told me to take the costumes the costume, yes,
but not all.

Speaker 5 (15:56):
The profits from me.

Speaker 1 (15:57):
Like he's the producer, right and you're the former and
he wrote the music and now he gets a cut.

Speaker 4 (16:04):
Yeah, but you get all the credit, gets all the credit.

Speaker 8 (16:08):
I would totally agree with you if there was some
type of agreement, Judge Duty, but it was not.

Speaker 2 (16:12):
Oh my god, he should have talked about it. She's
just calling me, Judge Judy.

Speaker 6 (16:17):
No, do we have a sign contract?

Speaker 7 (16:21):
No, we're friends, So why would I have you signed
a contract saying that if you would have won, that
the only part of this running.

Speaker 2 (16:29):
I don't think she meant it actually in writing. I
think she just meant a discussion.

Speaker 5 (16:33):
But true friends do make each other signs documents.

Speaker 7 (16:35):
And I don't believe it doesn't has my money our
money actually, because you subled my outfit and then and
then on top of it, you lied to me by
saying you know I look better than the outfit and outfit.

Speaker 8 (16:51):
I did not lie. I tried it on. You saw me,
and I do look better in it.

Speaker 3 (16:56):
At least has that t Rex Darth Vader energy going
on fills it out?

Speaker 2 (17:02):
Yeah, but all those Gerams trapped up inside of it.

Speaker 6 (17:05):
Yeah.

Speaker 3 (17:05):
It feels like things are kind of canceling out, with
people getting each other sick, people winning each other contests.
I don't even know who to side with in this scenario.

Speaker 6 (17:13):
The person you need to side with the one who's
short on rent, and that's me.

Speaker 2 (17:16):
Okay, you're not really okay.

Speaker 1 (17:19):
Honestly though, I think you owed Darius one twenty five,
and I think your cousin also.

Speaker 2 (17:23):
Owes Darius one twenty five. That would be half of
the two fifty.

Speaker 6 (17:27):
I don't want to mess with her cousin. She has
an attitude she's really being.

Speaker 2 (17:32):
They're scared of her.

Speaker 3 (17:33):
She's more t Rex than Okay, I mean Churis. There
has to be some sort of compromise we can reach here,
because Darius is getting the complete short end.

Speaker 2 (17:42):
Of the stick, and he paid for all that stuff
to make the costume.

Speaker 8 (17:47):
I have a fifty dollar Home Depot gift card. That's
the best I can do.

Speaker 5 (17:50):
Okay, that's something, Darius.

Speaker 2 (17:53):
Do you have any home improvement items?

Speaker 6 (17:55):
Oh? Well, how much is left on it?

Speaker 8 (17:58):
Like forty bucks?

Speaker 5 (18:01):
Maybe your landlord will accept forty dollars in home Depot credits.

Speaker 6 (18:07):
Not what I wanted, but at least it's something.

Speaker 2 (18:09):
You actually sounded like Darth Vader right before.

Speaker 5 (18:11):
It's because he's sick. He's having breathing issues.

Speaker 2 (18:14):
Don't pile on freaking Jeffrey in the morning.

Speaker 3 (18:18):
Well, I didn't want to say this. Who only spends
ten dollars at home Depot? How is that even possible?

Speaker 2 (18:24):
Yeah? Obviously she combined it with other gift cards that
she had.

Speaker 7 (18:29):
Okay, the end of it.

Speaker 5 (18:31):
Okay, fine, I'll give her a little bit of gray sumthing.

Speaker 2 (18:34):
Dude, we did not do him justice.

Speaker 5 (18:36):
But that's the thing.

Speaker 3 (18:37):
It's like with a lot of these calls that we
do with friends and money. When that's the problem, it's
difficult for us to tackle well.

Speaker 2 (18:43):
And who knew we were supposed to be calling the
cousin who sounds scary.

Speaker 3 (18:47):
I'm actually kind of glad that we don't have to
do it, because I'm scared just hearing about.

Speaker 1 (18:51):
Maybe she actually won the costume contest because the person
that was judging it was just frightened to.

Speaker 2 (18:55):
Not get her super scared.

Speaker 5 (18:57):
It's probably in his best interest to let them keep
the costume at this point.

Speaker 2 (19:00):
At that point, I think she deserves the money absolutely.

Speaker 3 (19:03):
So things worked out the way they did, but we
will try for you. If you're going through something with
a friend or a family member, reach out to our show.

Speaker 5 (19:10):
We'll do our best to make.

Speaker 6 (19:12):
It worse.

Speaker 5 (19:14):
Or at least get you a partially used gift card
to Home Depot.

Speaker 2 (19:17):
That's a promise that somehow expires.

Speaker 5 (19:20):
That's working. Jeffrey in the morning
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Brooke Fox

Brooke Fox

Jeffrey "Young Jeffrey" Dubow

Jeffrey "Young Jeffrey" Dubow

Jose Bolanos

Jose Bolanos

Alexis Fuller

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On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

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