| Harlan Dondelinger|
|Occupation||Principal of Springfield High School|
|First Appearance||"The Way We Was"|
|Voiced By||Harry Shearer|
Principal Harlan Dondelinger is the principal of Springfield High School dating as far back as 1974. He was principal when Homer and Marge were in their final year in the flashback episode "The Way We Was" where he was shown as being a stern figure who appeared to have had several run-ins with Homer and Barney Gumble. He also appeared at Homer and Marge's reunion in "The Front" and at Artie Ziff's recreation of the prom in "Half-Decent Proposal".
- Episode – "The Way We Was" (flashback)
- Episode – "The Front"
- Episode – "Half-Decent Proposal"
- Episode – "She Used to Be My Girl" (flashback)
- Episode – "Take My Life, Please"