Around 32 BBY, Silman accompanied Jedi Master Sifo-Dyas when he was sent to try and resolve a dispute with the Pyke Syndicate. This was a secret negotiation and therefore was not reported to the Jedi Order. En route to Oba Diah, they were diverted to the planet Felucia to resolve a tribal dispute. They never reached Felucia, as the Pykes shot down their shuttle. Sifo-Dyas was killed in the crash, but Silman survived. The Pyke Syndicate handed Sifo-Dyas' body off to Dooku, but the Pykes secretly held onto Silman, planning to use him as a bargaining chip, in case the Pykes needed to resolve their part on Tyranus's attack on Sifo-Dyas with the Jedi.
Late in the Clone Wars, Anakin Skywalker and Obi-Wan Kenobi traveled to Oba Diah to find Silman after discovering he was with Sifo-Dyas. Lom Pyke was hesitant, but led them to the captive Silman's cell, in exchange for amnesty over the Pykes' betrayal of the Jedi. Silman's time spent isolated in his cell and his belief that he had been left for dead caused his mental state to degrade severely. He treated the insects in his cell as pets, having had only them for company, and spoke in rambling sentences. When Obi-Wan wanted information, specifically about Sifo-Dyas, Silman's memory appeared to work, as he remembered that there was someone else who wanted to "be Sifo-Dyas," and ordered the Pykes to attack them, but before he could say who, Dooku killed Silman by choking him. However Dooku had betrayed his identity, so Anakin and Obi-Wan knew that Dooku had a hand in Sifo-Dyas's fate and that he was the Sith Lord Darth Tyranus.