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|Voiced by:||Armin Shimerman|
|First appearance:||"Cool Cubed"|
|Latest appearance:||"Dumped at the Altar"|
Dr. Henry is a character that was introduced in "Cool Cubed". He is a doctor and a lollipop man, just like Pops. In the episode, he comes to help Thomas thaw out his brain after he chugged a Cool Cubed slushy. He later made an appearance in the episode "Catching the Wave" in order to inform Pops that he did not have the proper build for surfing.
Dr. Henry has a round-like head that is similar to Pops's, but it is slightly squashed. He is balding on top, and has white hair and a white goatee. He wears glasses. He has on a white lab coat, a blue tie, a caramel-colored vest, and brown pants. He wears black shoes, and he carries a stethoscope.
- It is revealed by Skips that Dr. Henry has been serving Pops' family for generations.
- He has lots of materials in his bag, ranging from a shrinking room to a complete arsenal of brain-thawing materials, like dynamite and flamethrowers.
- He owns a flying car just like Pops does.