Prior to the invasion of Naboo, Silman was the personal aide to Republic's Senate leader, Supreme Chancellor Finis Valorum. Silman was then assigned to assist former Jedi High Council member, Master Sifo-Dyas, with secret negotiations with the Pyke Syndicate on Oba Diah. However, after the negotiations, Silman's and Sifo-Dyas' T-6 shuttle was shot down over Oba Diah's moon by the Pykes, on orders from a man named Tyranus. Sifo-Dyas was killed and his body was given to Tyranus from the Pykes. However, they kept Silman, who survived the crash, alive and in their prison on Oba Diah. The leader of the Pykes, Lom Pyke took Silman's medallion and wore it.
For ten years, Silman was kept in the Pykes' prison as insurance, in case Tyranus, the Republic, or the Jedi discovered Sifo-Dyas's true fate and the Pyke's involvement. Silman became mad, feeding the vermin and lice that shared his cell. He was then found by Jedi Master Obi-Wan Kenobi and Knight Anakin Skywalker, who questioned him as to the identity of the 2nd Jedi who supposedly accompanied and betrayed them. However, Silman was Force choked by Dooku, who revealed himself as Tyranus, the man behind Sifo-Dyas' death.