In the past, I threw together a logo in 5 minutes that had to go on one little thing at the last minute for a client. Ten years on and it's their main brand and I'm stuck with it.
Legendary designer Milton Glaser thought he was creating a simple logo for New York. Such a small job he did it on the back of a torn envelope in red crayon... for free.
One of the most widely distributed and imitated images in the world, the “I Love New York Logo”—consisting of an upper-case “I,” followed by a red heart symbol, and then the upper-case letters “N” and “Y,” set in the rounded slab serif typeface American Typewriter—was created by graphic designer Milton Glaser and first used in 1977 to promote the city and state. Let’s dive into the history behind the creation of this iconic logo.
http://www.logoworks.com/blog/a-brief-history-of-the-i-love-new-york-logo/