Leland is Rowley's current babysitter, also living next door to him, as said in Rodrick Rules. However, in the Do-it-Yourself Book, the map of Greg's neighborhood shows that Leland lives on the street that Holly Hills lives on. (Another conflict is that it is said in The Last Straw that Holly lives on Pleasant Street. If Leland lived next to Rowley, he would be living on Surrey Street, because that is the street Rowley is said to live on in the first book.) Leland only appears in Rodrick Rules, when he teaches Greg and Rowley how to play "Magick and Monsters", which is a game based on several real-life games including Dungeons & Dragons. Rodrick later tells Greg that Leland is the "biggest nerd in his school". In the "Winter Talent Show", Leland does a ventriloquist act and wins the grand prize, over Rodrick's band performance, causing Greg to agree that Leland may be a huge nerd. In the Rodrick Rules DVD he appears in the extra 'My Magik Summer.'