From the Super Mario Wiki
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When Mario speaks to the foreman, he tells him that he plans on retiring after his next job. When Huey asks him if he has seen any Mini Paint Stars, the foreman lets them take one that is in the Toad Trainworks. Huey is shocked that all he had to do to get the Mini Paint Star was talking to the foreman, and the foreman tells him that there is nothing wrong with taking easy victories when they come.
When the Sunset Express comes to Toad Trainworks after it is crushed by a Big Thwomp, the foreman says that it is a perfect last job, though he can't do any repairs because enemies are attacking the trainworks. Huey decides to help him as thanks for giving them the Mini Paint Star earlier. The foreman tells them that every part of the train has been repaired, and all they have to do is put them in the correct spots.
The foreman will announce whenever a part is set in the correct place, and he will also say how many parts still need to be set. When all of the parts are set and his employees return to him, he says that the train should run as well as it did before it was crushed. His employees toss him into the air as a sign of gratitude, but when he says that it couldn't have been done without Mario and Huey, they toss them into the air instead. When the train leaves, he gives Mario a Replica Card. He then officially retires and thanks his employees for the good memories. He tells Mario that he is going to stay in the trainworks for a while to cement the memories into his heart.
After the Toad Conductor decides against decommissioning the Sunset Express, the foreman sends Mario a letter saying that he has decided to continue his work at the trainworks.