How did you decide to design the broken rainbow heart? And, do you think gay marriage will pass in the next five years?  Any predictions?

When the Times asked for readers to submit mashups of Glaser’s logo with those of other “brands” I wanted to instead respond with some lighthearted anti-brand culture jamming. The thing about loving New York is that it’s often a bit of a love/hate relationship, isn’t it? Do you know that recurring gag in the movie Blue in the Face in which Lou Reed goes on about how he’s finally going to leave New York? We love the city and find it hard to be anywhere else for too long, but I think for a lot of people, the city requires one to live with a lot of frustrations and disappointments. The city doesn’t always live up to its promises.

The broken rainbow heart was the first idea that popped into my head. I was thinking there are a lot of people who love New York, but New York doesn’t love them back. The inability of the state to legalize gay marriage struck me as one example of the incongruous lack of reciprocity in this relationship, and the broken rainbow heart logo offered several layers of metaphor to highlight that. Though I was once very active in local politics, (I remember going door to door with Bill DeBlasio in his first city council campaign) I don’t have any insight into New York politics, anymore. The state’s political scene is too absurd to comprehend.

How did the Monopoly logo come about?The logo with Rich Uncle Pennybags from the Monopoly game came to me later. Since moving into temporary exile outside the city a few years ago, I’ve gained greater appreciation for the way money just floats out of your pockets when you are walking down the street in New York. I wanted to represent that with one of these logos, and I thought of the image of Rich Uncle Pennybags with his empty pockets inside out. I feel there is also a bit of deception in this character, because for all his “poverty,” Pennybags, like many of us who bitterly complain we can’t afford New York, is nevertheless much richer than 99% of the people on the earth.

I’m not convinced the price of New York makes us work harder, though maybe it forces us to work harder at things we don’t care about. The city naturally attracts competitive people, anyway. Every city needs “poor” districts to keep it alive. There have to be cheaper neighborhoods where innovators can come from anywhere and any background and afford to get started, take risks, and fail a hundred times before getting it right. During the real estate boom of the past few years, I worried that New York might be turning into an old, unenergetic bourgeois city. Do you think it may be?  Absolutely; it’s exhausting me.

If you could afford NYC; and someone gave you, say, a million dollars, what would you do with the money in the city?A million dollars? Doesn’t go far in New York. I know; it’s a challenge. I’d probably blow it all at Jensen Lewis and the Container Store. But if I didn’t, I’d find a public elementary school somewhere in the city that could use the help and endow an art and music department.

John McCrory has been leveraging the internet in marketing and communications for 17 years in industries including publishing, technology, nonprofits, and education. He develops strategy, design experiences, build web presence, and monitor outcomes. FOLLOW@ and check his ten logos here.

Dozens of Ways to ♥ New York.Via The New York Times: “Now that JetBlue Airways is using Milton Glaser’s famous “I ♥ NY” logo in a new advertising campaign, The Times asked readers to imagine commingling Mr. Glaser’s logo with other New York brands or slogans.”