Fleishman has a degree in art (graphic design) from Yale College, Yale University (1990), and attended the Yale Summer Program in Graphic Design in Brissago, Ticino, Switzerland, in 1989.
An attendee, Glenn Fleishman, described the conference as having a very friendly social environment and inspiring people to change their jobs, and he noted essays by other attendees about the need for critique and not just friendliness, a lack of gender balance similar to the technology industry in general, and a harassment incident that was handled effectively.
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