COREY: Hey, man, what do we got?
This is Madonna's personal daily planner and phone book
from 1988 filled with unbelievable phone
numbers, dates, all completely handwritten by Madonna.
So where did you get it?
When I was 12 years old, I snuck into her hotel room
and I stole it.
ROBERT: I came to the pawn shop today
to sell Madonna's personal daily planner
and phone book from 1988.
This is something I purchased at a very reputable auction house.
And this item is a great Madonna artifact,
but I think the time has come for me
to pass this on to another diehard Madonna collector.
This is really something I've never seen before.
She's got music video dates and personal peoples'
Cher's phone number is in there, Jane Fonda, Warren
Beatty, Dennis Hopper's phone number, Bruce Willis,
The list goes on and on.
Did she sign it anywhere?
Her name is actually right here in the front of the book
with her phone numbers that she had at the time,
and you can see this is in her handwriting,
where it says Madonna.
She's got music quotes.
She's got little hearts around Sean Penn's name.
So she was married to Sean Penn at some point, wasn't she?
So it wouldn't surprise me if the two of them
get back together again.
I think Sean Penn has always been Madonna's true love.
I don't know that much about her,
but Madonna has been a huge star for decades,
and a lot of people consider her the queen of pop.
And she does have some mega fans out there that
would pay good money for this.
So how much are you looking to get for it?
I'm asking $25,000 for the book.
When it comes to something like this,
I really don't even know where to start.
I'm going to give a buddy a call and have him come down
and tell me this is her handwriting because I--
I really don't even know what to say about this right now.
I would love to see what he has to say.
I'll be back.
ROBERT: I don't feel that it requires
an expert's evaluation.
I know how legitimate and how great this item is.
This was something I had to have.
I love Madonna.
I think she's amazing.
COREY: Got a weird one for you.
STEVE GRAD: Oh, great.
COREY: Madonna's day planner.
Obviously, Madonna's kind of a big deal.
She's really difficult to get near, tough autograph.
She doesn't like signing.
She doesn't like people just being around her.
Because of that, her value is insane.
She's like one of the most valuable modern era celebrities
that's still alive.
COREY: All right.
STEVE GRAD: What are your concerns?
Dude, I don't even know if it's hers.
It just looks like a bunch of gibberish from--
from a high school girl literally.
I really don't even know what it is.
This will be challenging here.
The thing I have to do is, because we're not
really basing it on a signature, I've
got to check her handwriting.
Obviously, I have to compare her writing
compared to the stuff I have.
She had a way of writing-- lot of lowercase letters, cursive,
some printing, some block letters.
I'm looking for transition points on her S.
And you could see it where she wrote "shirt" here
and "Sean," it's literally the same thing.
ROBERT: The same S.
And she takes her S here and she brings it straight up.
That's a positive sign.
Just kind of looking for matches,
and I'm looking at the "for" and looking
all lowercase here and looking literally
at the same letter formation.
Her Rs, interesting, her transitions here.
Again, I see the same type of R here.
You know, based on everything, though, I'm seeing
here, Corey, it's from her.
And it's pretty cool, if you want to know the truth.
That is a really neat piece of memorabilia to have.
Is it actually worth any money, though?
Yeah, she's one of the biggest stars of all time.
COREY: What's it worth?
You know, what I think is interesting
about this piece is that it hasn't really
been circulated a long time.
And it's kind of a personal piece of hers,
so it's got a little more than, like, a signed photograph
or an album.
So conservatively, I'd say $10,000 to $12,000
range, right in that ballpark.
I definitely think it's worth a lot more.
I've been offered a lot more than that.
But, you know, we all have an opinion.
I appreciate you coming down, though.
STEVE GRAD: Yeah, it's good to see you.
Appreciate it. Thank you, man.
STEVE GRAD: I think it's a great buy for the shop.
Finding a personal effect of hers, like a date planner,
we're talking about a rare item.
Anything Madonna has significant value to it,
and especially something that comes right from her.
You're asking 25, you heard my guy say 10 to 12.
I'd give you, like, 4 grand for it.
It's insulting, to be honest with you.
It's worth a lot more than that.
I'd go down to 20.
I'd go to 5.
We're not going to make a deal, are we?
Listen, we all make mistakes in life.
Madonna's day planner isn't going to be one of mine,
Well, we'll see what happens.
I appreciate your help.
Take care, man.
ROBERT: This was worth clearly over $20,000.
It is a iconic piece of rock and roll music memorabilia,
his offer was insulting.
But that's OK.
We all make mistakes.