Mr. Conductor (Ringo Starr)
Played by former Beatles drummer Ringo Starr, the first Mr. Conductor was initially very wary about newcomers, but gradually decided to reveal himself to Matt, Tanya, Stacy, and Harry. He was a voice of reason to Matt and Tanya, introducing them to stories about Thomas the Tank Engine and his friends to show them a way to solve a problem the two friends encountered. Following the events of 'Tis a Gift, Mr. Conductor decided to leave Shining Time Station to assist Mr. Nicholas at the North Pole.
- Actor Allusion: In one episode the ruminate on forming a band, to which Mr. Conductor replies, "I'm quite at all hands with musical instruments myself, you know!".
- One scene in "Pitching In and Helping Out" has Mr. Conductor drumming on the station's clock.
- Big Ham: In the episode, "Does It Bite?", when he is about to tell the story of Henry's fear of the rain, sad music plays as he comments that it's a very sad story before sobbing hysterically and again when he tells the second half.
- Eccentric Mentor: Whilst serving as a mentor to the kids, Mr. Conductor is not shy of being quirky.
- Voice of Reason: The point of his Thomas stories are to give advice to Matt and Tanya when a problem arises.
Mr. Conductor (George Carlin)
Played by the late comedian George Carlin, the second Mr. Conductor, who was a cousin of the first Mr. Conductor, arrived to take over the latter's job at Shining Time after he left for the North Pole.
- Actor Allusion: In the Thomas Tales episode "Paint the Town Red", Mr. Conductor mused that he met a man who told him there are no blue foods - a reference to one of George's best known routines.
- Eccentric Mentor: Very much like his cousin, only quirkier.
- Speaks Fluent Animal: He has a knack for communicating with his scaly, feathered and furry animal friends.
- Voice of Reason: Like his cousin, Mr. Conductor always told stories about Thomas and his friends to communicate a moral to the kids.
The kind-hearted manager of Shining Time Station.
- Beware the Nice Ones: When Schemer goes too far, Stacy can get really angry.
- Reasonable Authority Figure : She is only stern with everyone when she needs to be.
- Team Mom: She tends to be the voice of reason along with Mr. Conductor and Billy, and frequently offers motherly advice and support, as well occasional discipline, to practically everyone at Shining Time Station.
The owner of the arcade at Shining Time Station. Schemer is as his name suggests: a schemer who is always coming up with quick-rich schemes. But his incompetence causes them to blow up in his face.
- Bragging Theme Tune: "He's a doer, he's a dreamer, he's absolutely Schemer and he's me!"
- Breakout Character: Schemer became one of the most popular characters on the series, and even had a few VHS tapes dedicated to him.
- Catchphrase: "Genius Time!"
- Even Arrogance Has Standards: In "Schemer's Special Club", he attempts to get into the Nickelare Club and if manages to impress the club's president Hobart Hume III, he'll be an official member and once he gets in, he can get Stacy, Billy and the kids in as well. When Hume is at the station he makes rather misogynistic comments towards Stacy and racist ones towards Billy. Schemer however is to distracted by Hume's importance and getting into the club. When Hume returns after discussing Schemer with his Colleagues, He assumes that Hume will accept the others. When he starts to realize what sort of man Hume really is, Schemer tricks the latter in eating some very sticky toffee which causes Hume's mouth to get stuck. Schemer then declines membership of the Nickelaire Club by stating that if it's not good enough for his friends, then it's not good enough for him. When his nephew Schemee comes to visit, there's multiple instances, when Schemer declares that Schemee's schemes are out of line, even for him.
- Schemer is a full-grown adult and doesn't fully know how to take care of himself. He also doesn't seem to understand the value of a dollar.
- Taken Up to 11 in "Schemer's Alone", where his mother goes away overnight.Schemer: "Take out the trash, make your bed, say please and thank you." I mean what does she think I am, some kind of mature adult?
- Meaningful Name: Would you buy a used car from Schemer?
- Only Known by Their Nickname: His first name is Horace, but he's usually referred to as Schemer.
Henry "Harry" Cupper
A veteran engineer, Harry can come across as quite serious but finds Shining Time Station to be a nice chance.
- Berserk Button: In the episode "Just Wild About Harry's Workshop", Harry is livid when Schemer wants to turn his workshop into a cafe. As a result, when one of Schemer's arcade machine malfunctions, Harry refuses to fix it. Instead, he simply unplugs the machine and declares it "fixed".
- Down to Earth: It's revealed in "A Place Unlike Any Other" that he is a serious man but decides that it's time for a change and agrees to take the job at Shining Time.
- Grumpy Old Man: He can come across as a gruff, humourless and grumpy man to those who don't know him. But really, he cares deeply about his friends and only yells at him if it's his intention to keep them safe.
- Handy Man: The reason Harry took the job at Shining Time Station was to help fix up the place and he takes his work seriously. For example, he had to delay his fishing with Matt and Tanya so he could fix a broken signal.
- Long Bus Trip: Harry is absent in the Christmas special "'Tis a Gift" as his cousin, Tucker, revealed that Harry had been transferred to Twiddly Junction. Then, at the start of Season 2, it's revealed that he is now at Fort Farley and Billy Twofeathers is the new engineer at Shining Time Station.
- The Bus Came Back: However, he returned to the special "One of the Family" to visit his granddaughter Kara. Whilst there, he is not only reunited with Stacy, J.B. King and Schemer but also meets his successor, Billy Twofeathers.
- Team Dad: Despite being rather grumpy on occasion, Harry can still give advice to the kids when need be.
After Harry was transferred to Fort Farley, Billy took over his job at Shining Time and soon set himself an image of a fatherly figure at Shining Time Station. He is also proud of his Native American heritage.
- Gentle Giant: He is this to Mr. Conductor as the two are shown to be good friends.
- Handy Man: He was introduced to replace Harry Cupper in this role and like his predecessor, has a knack for repairing just about anything.
- Native American:
- He is proud of his Lakota heritage and culture.
- In fact, when Hobart Hume III used the degotary term "Indian", it didn't take long for Billy to despise Hume.
- Nice Guy: Billy rarely loses his temper and he is not the sort of guy who holds a grudge against someone, with the obvious exception of Hobart Hume III as stated above.
- Team Dad: He also tends to be the voice of reason when whenever Mr. Conductor is absent and also frequently offers fatherly advice and support, as well as occasional discipline, to practically everyone at Shining Time Station.
- Token Minority: See "Native American" above.
- Voice of Reason:
- See "Team Dad" Above.
- Played straight in "Is Anyone There?" as he believes that Schemer is unprepared for his radio show, which is to be broadcast from the arcade. Sure enough, Billy is proven right but he still feels sorry for Schemer when the show is cancelled as a result.
- Helping Hand: He is always happy to lend his aunt a helping hand at the station.
- Put on a Bus: He and Tanya only ever appeared in all of Season 1, the Christmas special and two episodes of Season 2.
- Put on a Bus: She and Matt only ever appeared in all of Season 1, the Christmas special and two episodes of Season 2.
- Put on a Bus: Dan's final appearance was in "Second Chances" with the next special explaining his absence as him going away to summer camp.
- Shrinking Violet:
- During his debut in "Scare Dares", it's apparent that he is shy and takes up dares to try to prove that he is brave.
- In "Bully for Mr. Conductor", when Buster arrives at Shining Time, Dan is afraid of Buster until Mr. Conductor is threatened.
- During her debut in "Scare Dares", Kara is dressed as an engineer as she wants to follow in her grandfather's footsteps.
- However, when she gets older, her interests in railroading were replaced by music as shown in "One of the Family".
J.B. King, Esq.
- Back Story: In the episode "All's Fair", it's revealed that when he was a very boy, he was lonely whilst waiting for his train to arrive at Shining Time Station and was whispered comforting words by one of the Conductor Family.
- Benevolent Boss: Although very strict, he can be pretty reasonable even when a few of Shining Time Station's shenanigans try his patience.