Dr. Robert Terwilliger, Sr. is Sideshow Bob's father.
When Sideshow Bob was put on trial for trying to kill The Simpsons, he claimed that Bob had suffered from an illness caused by his desire to kill Bart Simpson. Bart threw Sideshow Bob's medication out of a window (believing it to be a biological weapon). This subsequently caused Sideshow Bob to "die". In reality, Bob was injected with a death simulation drug by his father prior to the fated trial in order to conduct a complex plan to kill Bart Simpson via locking him in a coffin and cremating him.
He, and the rest of the Terwilliger family, are in prison.
Behind the Laughter
Appearances
Factfiles from Simpsons World the Ultimate Episode Guide: Seasons 1-20
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Season 14
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Rock Stars • Audrey McConnell, Third Grade Teacher • Dr. Velimirovic, Plastic Surgeon • Mitch Hartwell, the Reality Channel Producer • Junior (AKA Frank Grimes, Jr.) • Teacher of the Year Award Nominating Committee • Dexter Colt, Private Eye • The Mugger • Larry H. Lawyer, Jr. • Baby Stink-Breath • Booberella • Sara Sloane, Hollywood Movie Star • Cookie Kwan, Red Coat Realtor • Stark Richdale • Declan Desmond • Julio and Grady • Luke Stetson, Junior Wrangler • Suds McDuff, Spokesdog/Mascot for Duff Beer • Marriage Counselor • Jim Proudfoot • Don Castellaneta
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