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How successful letter design can be difficult?

I need a little help on my essay which is about letter design. Explain how successful letter design can be difficult. Where in the "Real World" is it important? What are your experiences?

Public Comments

1. Look at Clearview Highway used in some states of the USA for road signage. Check out the testing procedures to understand some difficulties. http://www.clearviewhwy.com/ http://www.nytimes.com/2007/08/12/magazine/12fonts-t.html?ex=1344571200&en=86b63388e4ee637c&ei=5124&partner=permalink&exprod=permalin http://typographica.org/000931.php