Ian, The Very Tall Man is a man who goes around teaching bullies a lesson because he got bullied from second grade to high school.
At the age of 18, he was 8' 4" (2.53 meters) tall and currently he is 8' 2" (2.50 meters).
Ian is an extremely tall man who drives a Volkswagen Beetle and once taught Nelson a lesson when the bully was walking around town taunting people. After Nelson laughed at him for looking so comical (with his large, lanky frame squeezed into his small VW), Ian proceeded to get out of his car and make Nelson take off his pants, so everyone could laugh at him. Ian made Nelson walk through the streets, blowing kisses to the onlookers as Ian drove behind him.
Ian is known to work in some capacity for Roger Myers Jr. at Krustylu Studios. He is seen in the recording booth and may be either a writer or animator or both things.
Ian was also seen on a bus to New York where Homer mistakes Ian's legs with his legs and hits them before Marge tells him that those are not his legs. 
He shops at Royal Majesty for the Obese or Gangly Gentleman.
- Ian: Do you find something comical about my appearance when I am driving my automobile?
- Ian: Everyone needs to drive a vehicle, even the very tall. [points to his Beetle] This was the largest auto I could afford. Should I therefore be made the subject of fun, huh?
- Ian: [Clears his throat] Would you like it if others laughed at YOUR misfortune, hmm? Maybe we should find out!
- Ian: [Pulls down Nelson's pants and commands him to walk down the main street] Nowwww march!
- Ian: [Honks his car horn while driving behind Nelson] Hey, everyone! Look at this; it's that boy who laughs at everyone! Let's laugh at him!
- Ian: Greeting the people!
- Ian: Send them kisses.
- He is a caricature of writer Ian Maxtone-Graham, who is 6'8 tall. They also share their first name.
- He resembles Don Koehler as they are both about the same height and also wear glasses
- Episode – "22 Short Films About Springfield"
- Episode – "The Itchy & Scratchy & Poochie Show"
- Episode – "The City of New York vs. Homer Simpson"
- Episode – "A Midsummer's Nice Dream"
- THOH – "Treehouse of Horror VIII"
- Episode – "Ned 'N Edna's Blend"
- Episode – "Monty Burns' Fleeing Circus" (Couch Gag)
- Book – The Simpsons Guide to Springfield
- – The Simpsons Movie