In the year 2374, Tolar was in a Klingon prison awaiting execution. He was freed by Gowron on Benjamin Sisko's request and traveled to Deep Space 9. While there, Sisko and Elim Garak had Tolar forge a holographic program of a Dominion meeting where Weyoun and Damar discussed the invasion of the Romulan Star Empire. Sisko was forced to bribe Quark after Tolar got drunk at Quark's, attacked M'Pella and stabbed Quark himself. Tolar's holoprogram did not fool Senator Vreenak, although after the Tal Shiar recovered it, the imperfections were attributed to the explosion. Tolar himself was later killed by Garak. (DS9 episode: "In the Pale Moonlight")
Enderby of Starfleet Intelligence later learned of Tolar's involvement in the affair and his murder by Garak. Enderby and Jedburgh forced Garak into attempting an assassination of Tomas Roeder by threatening to reveal his involvement.