Sullivan landed at the Grey River from Victoria in 1865 with the intention of digging. He was unlucky, and, chancing to make the acquaintance of Kelly, Levy, and Burgess, who had been sticking up people on the roads about the diggings for several months, he joined them. One day they informed him that Mr. E.B. Fox, a gold buyer, of Maori Gully, was expected to pass along the road, and they intended to bail him up, as he was sure to have some gold or money on him. Kelly, Levy, and Burgess hid themselves in some bushes beside the road, while Sullivan was stationed on the road with a long-handled shovel, so that those who passed along might take him for a road repairer. Owing to this disguise he could keep watch without exciting suspicion. He had not been long on watch when a man named George Dobson came along, and asked how far it was to the coal pits. Sullivan replied "About half a mile," and the man thanked him and walked on. When he was opposite where the other bushrangers were hidden they fired and killed him under the belief that he was Fox. When they discovered their mistake they dragged the body off the road and buried it, and as it began to rain heavily they all went to their tent. A day or two later they went to the road again, and took up positions as before, Levy giving orders that not a man should be allowed to pass without being searched. Sullivan again appeared as a road-repairer, and was pretending to be at work when an old man named James Battle, commonly known in the district as "Old Jamie," came along with a sluicing shovel on his shoulder. Sullivan said "Good day, mate. Where are you bound for?" Old Jamie replied that he was going to "look for a ship," as the diggings were "played out." Sullivan went to the ambush and reported that the man was an old whaler and not worth robbing, but Levy said he must be brought back. Sullivan, therefore, followed him and brought him back without difficulty, as he had no suspicion. Kelly and Burgess seized him, tied his hands behind him, and led him away into the bush. When they returned they said he would not trouble them any more. They divided £3 15s., which they had taken from the old man. He had informed them that he had not done well at the diggings, and had, therefore, taken a job of cutting flax to earn sufficient money to enable him to get away.