Bob Dylan poster In 1966, Glaser designed a poster for ''
Bob Dylan's Greatest Hits''. It was one of Glaser's first posters. The poster depicts the profile of Dylan's face with psychedelic, swirly hair, with "Dylan" written at the bottom in Baby Teeth, one of Glaser's
typefaces. Six million posters have been printed and distributed, and sell for hundreds of dollars as collectibles. The logo consists of the capital "I" and a red heart, stacked on top of the letters "NY" in
American Typewriter typeface, symbolizing New York. His inspiration for the logo was
Robert Indiana's
LOVE design, with the four letters stacked on top of each other. "Glaser loved New York so much that he gave his work to the city for free, hoping it would become public property." After the
September 11 attacks, the logo became even more of a symbol, creating unity between the public. Glaser designed a modified version saying, "I Love New York More Than Ever", in response to the attacks. The red heart has a small blackened and burned area along one edge to symbolize the attack on the
World Trade Center site. The logo is included in MoMA's 2025 exhibition,
Pirouette: Turning Points in Design, a collection of "widely recognized design icons [...] highlighting pivotal moments in design history," such as the
Bean Bag chair, the
Sony Walkman portable cassette player, and the
NASA Worm insignia.
New York magazine In 1968, Glaser and
Clay Felker founded
New York magazine. The magazine was about being on the reader's side, "it was about what was happening in New York City at the time." One example of this is "The Underground Gourmet". It was about cheap restaurants in New York. Glaser wrote the column for seven years with
Jerome Snyder. It was one of the most popular columns in the magazine.
New York "became the model for the city magazines, and stimulated a host of imitations". In 1993, thanks to Glaser's history with
New York, he was tapped by
John F. Kennedy Jr., in conjunction with his partner
Michael J. Berman, to work with them to create the image they were seeking for their start-up magazine
George.
Typography In 1970, Glaser designed his namesake typeface, Glaser Stencil, which drew inspiration from geometric sans-serif fonts such as
Futura and
Avant Garde.
Fonts Designed •
Art Decko (
Photo Lettering Inc.) •
Babycurls (Photo Lettering Inc.) Stemming from this experience, a documentary titled
A Social Design Story was produced. == Awards ==