December 5, 2025 • 6 mins
Olivia And Jake Are From Woodbury And Have Been Together For 3 Years And Met At Work. Will Their Answers Match Up In Our Game That's What She Said?!
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Episode Transcript
Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 1 (00:00):
Said, So, Sam and I caught up with a bunch
of people before she went off on maternity leave, and
two of them would be Olivia and Jake.
Speaker 2 (00:13):
And it's nice to hear Sam's voice on the radio
doing this. I love it every single day. Olivia and
Jake are from Woodbury, they've been dating three years. They
met at work, and we start with Olivia. Hence the game.
That's what she said, and we get his opinion after
five questions, see how they match up. So, Olivia, if
you're all set, we'll play.
Speaker 3 (00:31):
I'm ready, Okay.
Speaker 2 (00:32):
Olivia, what was your first impression of Jake when you
met him at work?
Speaker 4 (00:38):
I thought he was cute and confident. I mean maybe
actually a little too confident. It's like relax, okay.
Speaker 5 (00:50):
So now let's blip that around a little bit.
Speaker 6 (00:51):
What do you think was Jake's first impression of you
when he met you at work?
Speaker 4 (00:55):
I think he probably thought that I was kind of
shy and quiet, but I also know that he thought
I was hot.
Speaker 3 (01:04):
Well that's good, So question three here. Who made the
first move he did?
Speaker 4 (01:09):
He did he brought me a coffee and said it
looked like I needed to pick me up, And it
was a carmelatte. It was delicious, and then I was hooked.
Speaker 6 (01:21):
Olivia, what is something that you do at work that
probably annoys Jake a little bit?
Speaker 4 (01:29):
I think he's going to say that I talk really
loud on the phone. Our desks were close to each other,
and he's always telling me he can't hear anything other
than me.
Speaker 3 (01:41):
All I wanted to go.
Speaker 2 (01:41):
Now, if Jake was your boss, Hey, Jake was your
boss for a day, what would be the first rule
that he would make in your pin?
Speaker 4 (01:49):
Huh? So I think he'd say that I couldn't send
an email longer than like three sentences, or I will
look everyone in the office coffee or something, because he
just hates long emails.
Speaker 3 (02:03):
Gosh, I love this guy. Was Albost was so sweet.
We could just get it under three pages. That'd be nice.
All right, we're gonna put.
Speaker 2 (02:12):
You on hold.
Speaker 3 (02:13):
Let's call your boyfriend. Let's see how this goes. Okay, okay,
all right, you two are ready?
Speaker 4 (02:18):
Yes, I'm ready.
Speaker 2 (02:20):
What do you think was Olivia's first impression of you
when she met you at work?
Speaker 7 (02:24):
Jake? Well, I think she thought I was hot and uh,
and you know, someday we'd make babies together.
Speaker 2 (02:35):
That's kind of halff what she said, maybe like a
half a point. She basically said that you were quote
cute and uh so I guess we could take hot instead.
But she didn't say anything about I don't recall her
saying anything about babies.
Speaker 4 (02:50):
I don't think I completely agree. He's right, we would
make really cute babies.
Speaker 3 (02:55):
Yeah, it's a little too late there, Olivia. But half
a point. Jake.
Speaker 6 (03:00):
On the other hand, what was your very first impression
of Olivia when you met her at work?
Speaker 7 (03:05):
I well, I thought she was like, way way out
of my league. But you gotta she just shot you know, no.
Speaker 3 (03:14):
That's not what she said.
Speaker 4 (03:15):
No, get mad.
Speaker 6 (03:22):
She said she thought that you would have thought that
she was just kind of shy and quiet. But she
did say that you thought she was hot.
Speaker 5 (03:27):
So I guess there's that you got kind of a
little bit of it.
Speaker 7 (03:29):
Yeah, I mean, shy, quiet and way out of my league.
I guess.
Speaker 3 (03:32):
So who made the first move Jake?
Speaker 4 (03:36):
Me?
Speaker 7 (03:36):
Obviously me. She she did look tired, so I brought
her like caffeine, like a latte, which is like for
play in the office. Okay, and uh, I uh, you know,
I I just you know, got the courage to ask
her out for dinner after that.
Speaker 3 (03:54):
Well, thank goodness, you did very nice.
Speaker 5 (03:56):
It all worked out great, all right, Jake.
Speaker 6 (03:58):
So you too, of course work together in the same
place in kind of close quarters. So there's got to
be something that maybe annoys you a little bit.
Speaker 5 (04:06):
What is something that Olivia does atwork that just does
annoy you?
Speaker 3 (04:09):
Just trying to break them up? The still work together.
Speaker 5 (04:12):
Listen, if I work with my husband, he'd have a
laundry list.
Speaker 3 (04:15):
I'm sure. Well they're not even married yet, all right,
fair enough, I don't know.
Speaker 7 (04:24):
Maybe it's not a big deal, so I can barely
even say that it annoys me. But she's like the
world's loudest like typer, Like I don't know how she
doesn't like bust keyboards on a regular basis. I mean,
just like so angry when she's typing.
Speaker 4 (04:41):
Baby, you've never said a thing about my typing. You
always talk about how.
Speaker 3 (04:46):
That I could hear me. You wouldn't hear me.
Speaker 7 (04:56):
You know, the keys still work if you just like
tap them, right, yeah, and they'll actually work better and longer,
by the way.
Speaker 4 (05:03):
Okay, right, okay, But the first I'm hearing about that.
Speaker 3 (05:06):
Okay, you guys.
Speaker 2 (05:07):
If Jake, now, if you were a boss for a day, Jake,
what would be the first rule that you would.
Speaker 3 (05:12):
Make around this place that you work with her and everybody?
Speaker 7 (05:16):
Easy, make a mandatory makeout break? Well, definitely, it doesn't
matter like where I mean, but you know, just for
living me.
Speaker 4 (05:24):
Of course, I'm such an idiot. I should have gotten
that one, dude, I.
Speaker 2 (05:29):
Said to her, saying, you said just for living me.
I'm going wait a minute, who's that?
Speaker 5 (05:33):
Yeah?
Speaker 3 (05:34):
Yeah, yeah, going something you want to say?
Speaker 5 (05:37):
You said make out breaks?
Speaker 2 (05:40):
Yeah, we used to have those here.
Speaker 5 (05:43):
Disgusting. Yeah, radio is a weird business.
Speaker 2 (05:46):
Yeah yeah that hr got in vote For the first
time I've ever had to say this one not one
point five out of five.
Speaker 3 (05:55):
Hey, but you're not married and he gives you some
goals here, so nice? Yeah, thank you.
Speaker 4 (06:00):
Yeah, we'll play again when Oh no, sorry you didn't.
I didn't say that.
Speaker 3 (06:04):
You play again?
Speaker 7 (06:05):
When?
Speaker 3 (06:05):
What when you're when you get married? Is that what
you get to say? Yeah? Something we want to know,
That's what I did.
Speaker 4 (06:09):
I did not say that, Jake.
Speaker 3 (06:14):
Anything.
Speaker 7 (06:16):
I'm taking the hint.
Speaker 3 (06:17):
Will appreciate you guys. Thank you all right, thank you.
Speaker 2 (06:24):
Maybe a sequel. Hey, if you want to play this game,
you guys got to just d m us. Chris Caring
Company Facebook page shoots a DM tell us who you are,
give us the names of who's playing you know, you
and your significant other, and uh, we'll do our best
to get you on the radio and playing around to
That's what she said.
Said, So, Sam and I caught up with a bunch
of people before she went off on maternity leave, and
two of them would be Olivia and Jake.
Speaker 2 (00:13):
And it's nice to hear Sam's voice on the radio
doing this. I love it every single day. Olivia and
Jake are from Woodbury, they've been dating three years. They
met at work, and we start with Olivia. Hence the game.
That's what she said, and we get his opinion after
five questions, see how they match up. So, Olivia, if
you're all set, we'll play.
Speaker 3 (00:31):
I'm ready, Okay.
Speaker 2 (00:32):
Olivia, what was your first impression of Jake when you
met him at work?
Speaker 4 (00:38):
I thought he was cute and confident. I mean maybe
actually a little too confident. It's like relax, okay.
Speaker 5 (00:50):
So now let's blip that around a little bit.
Speaker 6 (00:51):
What do you think was Jake's first impression of you
when he met you at work?
Speaker 4 (00:55):
I think he probably thought that I was kind of
shy and quiet, but I also know that he thought
I was hot.
Speaker 3 (01:04):
Well that's good, So question three here. Who made the
first move he did?
Speaker 4 (01:09):
He did he brought me a coffee and said it
looked like I needed to pick me up, And it
was a carmelatte. It was delicious, and then I was hooked.
Speaker 6 (01:21):
Olivia, what is something that you do at work that
probably annoys Jake a little bit?
Speaker 4 (01:29):
I think he's going to say that I talk really
loud on the phone. Our desks were close to each other,
and he's always telling me he can't hear anything other
than me.
Speaker 3 (01:41):
All I wanted to go.
Speaker 2 (01:41):
Now, if Jake was your boss, Hey, Jake was your
boss for a day, what would be the first rule
that he would make in your pin?
Speaker 4 (01:49):
Huh? So I think he'd say that I couldn't send
an email longer than like three sentences, or I will
look everyone in the office coffee or something, because he
just hates long emails.
Speaker 3 (02:03):
Gosh, I love this guy. Was Albost was so sweet.
We could just get it under three pages. That'd be nice.
All right, we're gonna put.
Speaker 2 (02:12):
You on hold.
Speaker 3 (02:13):
Let's call your boyfriend. Let's see how this goes. Okay, okay,
all right, you two are ready?
Speaker 4 (02:18):
Yes, I'm ready.
Speaker 2 (02:20):
What do you think was Olivia's first impression of you
when she met you at work?
Speaker 7 (02:24):
Jake? Well, I think she thought I was hot and uh,
and you know, someday we'd make babies together.
Speaker 2 (02:35):
That's kind of halff what she said, maybe like a
half a point. She basically said that you were quote
cute and uh so I guess we could take hot instead.
But she didn't say anything about I don't recall her
saying anything about babies.
Speaker 4 (02:50):
I don't think I completely agree. He's right, we would
make really cute babies.
Speaker 3 (02:55):
Yeah, it's a little too late there, Olivia. But half
a point. Jake.
Speaker 6 (03:00):
On the other hand, what was your very first impression
of Olivia when you met her at work?
Speaker 7 (03:05):
I well, I thought she was like, way way out
of my league. But you gotta she just shot you know, no.
Speaker 3 (03:14):
That's not what she said.
Speaker 4 (03:15):
No, get mad.
Speaker 6 (03:22):
She said she thought that you would have thought that
she was just kind of shy and quiet. But she
did say that you thought she was hot.
Speaker 5 (03:27):
So I guess there's that you got kind of a
little bit of it.
Speaker 7 (03:29):
Yeah, I mean, shy, quiet and way out of my league.
I guess.
Speaker 3 (03:32):
So who made the first move Jake?
Speaker 4 (03:36):
Me?
Speaker 7 (03:36):
Obviously me. She she did look tired, so I brought
her like caffeine, like a latte, which is like for
play in the office. Okay, and uh, I uh, you know,
I I just you know, got the courage to ask
her out for dinner after that.
Speaker 3 (03:54):
Well, thank goodness, you did very nice.
Speaker 5 (03:56):
It all worked out great, all right, Jake.
Speaker 6 (03:58):
So you too, of course work together in the same
place in kind of close quarters. So there's got to
be something that maybe annoys you a little bit.
Speaker 5 (04:06):
What is something that Olivia does atwork that just does
annoy you?
Speaker 3 (04:09):
Just trying to break them up? The still work together.
Speaker 5 (04:12):
Listen, if I work with my husband, he'd have a
laundry list.
Speaker 3 (04:15):
I'm sure. Well they're not even married yet, all right,
fair enough, I don't know.
Speaker 7 (04:24):
Maybe it's not a big deal, so I can barely
even say that it annoys me. But she's like the
world's loudest like typer, Like I don't know how she
doesn't like bust keyboards on a regular basis. I mean,
just like so angry when she's typing.
Speaker 4 (04:41):
Baby, you've never said a thing about my typing. You
always talk about how.
Speaker 3 (04:46):
That I could hear me. You wouldn't hear me.
Speaker 7 (04:56):
You know, the keys still work if you just like
tap them, right, yeah, and they'll actually work better and longer,
by the way.
Speaker 4 (05:03):
Okay, right, okay, But the first I'm hearing about that.
Speaker 3 (05:06):
Okay, you guys.
Speaker 2 (05:07):
If Jake, now, if you were a boss for a day, Jake,
what would be the first rule that you would.
Speaker 3 (05:12):
Make around this place that you work with her and everybody?
Speaker 7 (05:16):
Easy, make a mandatory makeout break? Well, definitely, it doesn't
matter like where I mean, but you know, just for
living me.
Speaker 4 (05:24):
Of course, I'm such an idiot. I should have gotten
that one, dude, I.
Speaker 2 (05:29):
Said to her, saying, you said just for living me.
I'm going wait a minute, who's that?
Speaker 5 (05:33):
Yeah?
Speaker 3 (05:34):
Yeah, yeah, going something you want to say?
Speaker 5 (05:37):
You said make out breaks?
Speaker 2 (05:40):
Yeah, we used to have those here.
Speaker 5 (05:43):
Disgusting. Yeah, radio is a weird business.
Speaker 2 (05:46):
Yeah yeah that hr got in vote For the first
time I've ever had to say this one not one
point five out of five.
Speaker 3 (05:55):
Hey, but you're not married and he gives you some
goals here, so nice? Yeah, thank you.
Speaker 4 (06:00):
Yeah, we'll play again when Oh no, sorry you didn't.
I didn't say that.
Speaker 3 (06:04):
You play again?
Speaker 7 (06:05):
When?
Speaker 3 (06:05):
What when you're when you get married? Is that what
you get to say? Yeah? Something we want to know,
That's what I did.
Speaker 4 (06:09):
I did not say that, Jake.
Speaker 3 (06:14):
Anything.
Speaker 7 (06:16):
I'm taking the hint.
Speaker 3 (06:17):
Will appreciate you guys. Thank you all right, thank you.
Speaker 2 (06:24):
Maybe a sequel. Hey, if you want to play this game,
you guys got to just d m us. Chris Caring
Company Facebook page shoots a DM tell us who you are,
give us the names of who's playing you know, you
and your significant other, and uh, we'll do our best
to get you on the radio and playing around to
That's what she said.
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