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Dubbs was last seen leaving his place of employment, Hayes Williams, Inc., a public relations firm in the 200 block of Madison Avenue in the New York City borough of Manhattan. He was a top-level executive there. He usually got home by taking the Conrail commuter train from Grand Central Station to the West Redding, Connecticut station or the Bethel, Connecticut station. He frequented the bar car, which served alcoholic beverages. After he didn't show up for work the next day, his employer contacted the police in Newtown, Connecticut, where he lived on Taunton Lane.
When investigators checked his apartment, no one was there and found out Dubbs had never arrived home from work. His live-in partner normally picked him up at the train station. Dubbs's partner said he went to the train station as usual that day, but couldn't find Dubbs. He checked another train station, gave up and went home, assuming Dubbs had stayed in New York. Dubbs has never been heard from again.