When Henry tried to take a goods train, he saw a light flickering from the station, a mysterious amber signal and a discarded coat hung on a tree, which made him turn back after suspecting supernatural causes. The next day, Henry tried to take the same train past, but the trucks became scared by the light and pulled Henry forwards, resulting in them falling into the ravine. Old Bailey later showed up and rebuked Henry's crew for disobeying his warnings. To make it up to him, the crew and Sir Topham Hatt renovated his station and made him the stationmaster.
A workman that looks somewhat similar to Old Bailey was seen working at the Blue Mountain Quarry, it is currently unknown if it was him or not.
- Masato Hirano (Japan)
- Old Bailey bears a slight resemblance to US narrator George Carlin. In his stationmaster uniform, Old Bailey also slightly resembles Mr. Conductor.
- In the magazine story, Henry Helps, Old Bailey was Henry's driver.
- Old Bailey's face masks were later recycled and re-used for Jem Cole's face masks for the ninth season.
- His nickname, 'friendliest ghost on the Island' by Sir Topham Hatt, could be a possible reference to Casper the Friendly Ghost.