|First Appearance||The Tedious Tale of Timothy|
In the early days of the railway, Timothy was pulling a passenger train. All went well until they reached Maron, at which point he began to pick up speed. As a result of the dark force controlling him, his crew is unable to stop him as the train speeds towards the ravine. Before Timothy is able to successfully complete his dark plan, his crew manages to uncouple the coaches as the engine plunges into the ravine. The following morning, Timothy is hauled out the ravine, albeit solely for the scrap value.
Timothy later made a brief appearance in another short called Truck or Treat, passing by with a passenger train as his brother,Thomas, was being pushed by the Troublesome Trucks, leaving Timothy confused.
- The Tedious Tale of Timothy (appears in flashback)
- Truck or Treat (not named; does not speak)
- 360 Videos (Halloween Version)