- Attended St. Paul's School for Boys located in Brooklandville, Maryland, with which he still maintains contact and occasionally visits to speak to the students.
- His father is legendary Baltimore Colts linebacker Bill Pellington.
- Good friends with Cameron Crowe and has made cameos in Almost Famous (2000) and Jerry Maguire (1996).
- Was awarded St. Paul's School's Alumni Award on April 22, 2005 for his contributions to the school community as well as for his career achievements. The Alumni Awards cocktail party marked his class' 25th anniversary reunion at St. Paul's (class of 1980).
- Won an MTV Video Music Award for directing the Pearl Jam video, "Jeremy".
- Received Rhetoric's degree from the University of Virginia
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