Safecracker serving a life sentence at the penitentiary who is promised a full pardon in exchange for assisting Maxwell Smart in his mission of breaking into Colonel Kyle K. Kirby's Southern plantation to switch KAOS's new codebook with a fake.

Like his fellow safecracker Jimmy Ballantine, Simmons plans to use his newfound freedom to go into business for himself and become a TV repairman. However, Max advises that he go straight instead.

Portrayed by Stanley Clements [Episode #118: "Smart Fell on Alabama"].

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