In the past couple of years, Waldo has been popping up everywhere again. Art student Melanie Coles received international attention when she created a 54-foot Waldo on a rooftop somewhere in Vancouver, waiting for the next Google Earth satellite images to capture the image and create a real-world search for our hero. A San Francisco Waldo flash mob attracted hundreds of costumed revelers. And Toronto sketch comedy group The Imponderables put their own spin on the character, making the mash-up parody The Waldo Ultimatum, a spoof film trailer in which Waldo steps into the role of secret operative Jason Bourne.

The Waldo Ultimatum became an online viral hit, and was featured prominently on such sites as Funny Or Die, College Humor, YouTube and MySpace, racking more than an estimated 6 million hits. The video also received notoriety from such traditional media outlets as Entertainment Weekly and VH1’s “Best Week Ever.”
Intrepid Waldo blogger Michael Liss recently met up with two members of the Waldo Ultimatum creative team at the Toronto office of their production company Rocket Ace Moving Pictures. Producer Brad Fox and director/co-writer Matthew Hoos weighed in on the making of the video, the role of fan art and open license agreements in the digital age and all things Waldo. What follows is the first of three blog posts from their conversation.
Michael: What does Waldo mean to you guys? Why is he a compelling character?
Matthew: I hadn’t started thinking of Waldo again since my youth until we started this project. For me, the iconic status that this little man with glasses and a sweater has taken on is astounding. Everybody, everywhere knows who this guy is. He may go by different names in different parts of the world, but it seems to me that people of our generation, people of an older generation who read the books to us, and now kids who are being read the books by parents our age, all have this easy connection with this figure. He somehow managed to clench a spot in the collective consciousness.
Brad: Waldo was the ultimate cipher when you’re a kid. He was a perfect thing to base stories around, because you’re never entirely sure where he is or why he’s there, so you actually have to fill in his characterization and motivation yourself. Why is he at the fair ground, why is he at the airport? Why is he in these various locations, and why are these other little pantomimes playing out around him? So as a kid, part of the appeal is you have to create these stories for yourself to make him compelling and relevant to you. When you become older and come back to it, you can then make the cipher you’ve created relevant again to the little, daily absurdities that you’re dealing with. And that’s fun, because he speaks to everybody for very different reasons, but he’s sort of a shared, storytelling creation kit.
Matthew: I’ll buy that.
Michael: Is the attachment to Waldo nostalgic, or is it something that he’s still communicating to your lives today?
Matthew: I think the immediate attraction for us was nostalgic, as far as the image of the character itself. The minute we put our man Dave in that sweater, in that hat and those glasses, it was hysterical. It was outstanding, and everybody immediately responded to that. However, that being said, we had a lot of the books around when we were developing the project and while shooting on set, and people couldn’t tear themselves away from them. We’d go looking for one as a prop, and they were always being used by everybody. I think it is nostalgia that takes you back, but once you’re at the books again, you experience the same thing you did as a kid, looking at those pictures. It’s not just about finding him. There’s so much going on in these pictures, in these worlds that are created, that people just can sit there and stare at these things for hours.
Brad: One of the hallmarks of bad nostalgia properties is you go back to them and actually the source material detracts from what you built it up to be in your head.
Matthew: I think of it as the Spaceballs theory.
Brad: Yeah, exactly. We all have cartoons that we’re passionate about as kids, and when you go back to look at them, you say, “Wow, this was really not good.” And yet with Waldo, you can keep coming back, and because of the open-ended nature of it, it’s always fun. We borrowed a bunch of Waldo books from the library for this and opened them up, and the first thing we noticed in a couple of them is that someone had gone through and circled Waldo in all of the pages in pencil. And the entire room went, “Oh, come on!” Everybody was really upset that they’d been denied that challenge, to the point that we went through with an eraser and cleaned up all the books and then opened them up again. And then it was fun. But the challenge is still there anew, and the original books hold up remarkably well.

Matthew: I forgot about that. It’s so true. Nobody likes to be robbed of that moment. It’s terrible.
Brad: I was thinking, when you’re a kid, you identify as Waldo. You’re Waldo, you’re out there having adventures and going everywhere. But Waldo is kind of your enemy when you’re a kid. Where is he? Where is that guy? I’m going to find him. He’s a little more like Carmen Sandiego. He’s the protagonist and the antagonist at the same time.
Michael: In today’s world of GPS and iPhones, and connectivity no matter where you go, how does Waldo fit in, the idea of getting lost in this big crowd?
Brad: Waldo was always a very freeing character. Waldo is someone who can travel to any country he wants, can go to any public instillation he wants, and seem unfettered by rules or boundaries or restrictions. That’s just more appealing in this day and age. Everyone’s got cell phones and everyone’s got their Blackberries, and it seems you can go to the other side of the world and still be messaging with your buddies. And he’s an ultimate loner who lives entirely off the grid by his own rules. That’s just increasingly appealing. It would have been even back in the day. But it’s even more so now.
Matthew: He’s a definite loner. He’s a very free-minded individual, which is something you don’t often see with all the community connectivity. Any guy who’s brave enough to wear a sweater to the beach is free thinking, is alright.
Brad: Wearing a toque, 24-7. In the middle of the desert, a toque.
Michael: Do you think it’s still possible to disappear the way Waldo does in today’s age?
Matthew: I would really like to see what new Waldo pictures would look like. I’d like to know what people are doing around him. You would think it’s more difficult for people to disappear.
Brad: He’s a celebrity.
Matthew: Well, that’s the thing. He’s become famous. And just his attire in general. I mean he’s going to stand out. We tried to put Waldo out on the street in the middle of a busy place. We’re at Yonge-Dundas Square. Everyone’s going somewhere, everybody’s got something to do, and we stopped traffic in the busiest intersection in Toronto. I don’t think Waldo would be able to hide.
Michael: But just as a character, less as an icon. Today, in our age, when we look at these Waldo books from a very different time, can we still disappear this way?
Brad: I think we can disappear through Waldo. That’s what escapism is all about, imaging you’re the hero, you’re the guy who can vanish off the face of the earth and stay two steps ahead of Odlaw every step of the way.

Matthew: The other thing that Waldo got right is that, if you’re going to disappear, you’re going to do it alone. I think that you could disappear in this day and age, but you have to be committed to being out there on your own and not really communicating with other people. Because the minute you begin to communicate with others, these people then have way too many options to communicate. You could put on Facebook, “I saw Waldo the other day,” and then your entire high school knows that Waldo is in Edmonton. I just think that if you’re going to try to disappear in this day and age, if you wanted to be Waldo and just fall off the face of the earth, and lose yourself in a crowd, you have to be committed to not communicating. Leave the cell phone at home. Don’t talk to people around you. And you’re on your own.
Brad: Waldo’s a guy who dedicated his life to not being found. He’s pretty maverick. But he challenges you to go find him. He basically challenges the collective intelligence of the world to find him.
Michael: If you were able to pull a Waldo and just disappear into your own tableau right now, where would that be? Where would you take that moment?
Matthew: I think I’ve been fortunate to have a moment like that. For example, I can think of standing in the middle of Times Square in New York City, one of those iconic places that you’ve always seen growing up. You stand there in the middle, and there you are, with hundreds of people doing their own thing. They don’t know you from a hole in the ground, you’re just another tourist. But I was there alone, with no one else to say, “Oh hey, look at that thing.” And I just stood there and let the world pass me by, and I can’t even remember how long I stayed there for. I’d say that’s the closest thing I ever had to a Waldo moment, and that’s the kind of thing I’d want to do again.

Brad: I’ll take a different bent. If I could go anywhere fictional or real, I would love to go into one of the beach or ship tableaus from the books. There are always these fascinating juxtapositions of absolute idyllic tranquility, with beautiful waterfalls and pools, and people swimming and luxury, and then just insane wackiness, with fighting squid or animal attacks. You could have anything you could want in your entire life within an eight block radius. In the morning you could go to the pool. You could drink the ridiculous, giant drink. You could hang out at the cabana. And then if you got bored, you could just walk 20 feet the other way and you beat the kraken with an oar over its head. You could have everything you could want in a lifetime in those scenes.
Matthew: I’m into that. For sure.
You can watch The Waldo Ultimatum on Break.com at http://www.break.com/index/the-waldo-ultimatum.html
AND make sure to check out Waldo’s Fan-tastic Creativity Kit at http://canyoufindwaldo.com/fankit