The THRUSH Roulette Affair

THRUSH agent Barnaby Partridge (Michael Rennie) uses his island gambling casino to brainwash VIP's into committing suicide by playing on their secret fears. U.N.C.L.E. sends Taggart Coleman (Charles Drake) to the island to help Solo and Illya uncover the process, and he encounters an old love interest there, Monica (Nobu McCarthy). But Partridge takes Illya prisoner and subjects him to the process training him to kill Solo.

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S04E08 - The Deadly Quest Affair