Later, when Kylie had an accident, Benjamin, along with Brady and Olivia, teased her because of it. Then, at Christmastime, Brady and Benjamin helped Jacob, Sierra, and their friends figure out what happened to their Christmas presents.
Benjamin later cheered Brady on while he competed in The Great Engine Games. He then took Brady to the Steamworks after he cracked a cylinder. Later, Benjamin, Olivia, Kylie, Emily, and Brady competed in Jacob's Sodor trivia game as Team Sterling.
Brady and Benjamin later used their snowploughs to clear the lines up to Crovan's Gate. While at Crovan's Gate, Marie came into the station and ran into Benjamin, damaging his snowplough. He tried to tell Brady he was damaged, but Brady did not listen. He did come to his senses, however, when Benjamin broke down on Gordon's Hill.
Benjamin later helped search for Jacob when he went missing.
Benjamin is a kind engine. He is, however, known to tease his twin, Brady, as well as Kylie, one of his closest friends.
Benjamin is based on a GNR G Stirling Single.
When Benjamin first arrived on Sodor, he was painted dark blue with black lining, running board, and wheels. He also had his name written in black on his tender. He was also covered in rust. After being repaired, Benjamin was repainted in light green with dark blue lining. He has his name and number on his tender in blue. He also has a blue running board.