| Image | Info | Created | Appearances | What's Changed?
|
 | First Poopsmith | 1999 | Marshmallow's Last Stand | N/A
|
 | Second Poopsmith | 2000 | The King of Town (Old version), Yearbook Character Page (in photo) | He has a thicker outline and slightly thicker hair, the poop on his gloves is now brown instead of green, his lip doesn't stick out as much, and he has less shading. His eyes are bigger.
|
 | Third Poopsmith | 2000 | A Jumping Jack Contest | His outlines are thinner, there is no poop on his feet, and the poop on hs gloves is greener. His eyes are the other way round.
|
 | Fourth Poopsmith | ??? | The King of Town (New version) | He has a thicker, coloured outline, more shading, and his feet are lighter. His eyes are the right way around again.
|
 | Transitionary Poopsmith | 2000 | A Holiday Greeting, Homestarloween Party, The House That Gave Sucky Treats, Theme Song Video, The Luau, The Best Decemberween Ever, Yearbook Character Page | He has white hairs, darker colours, thinner outlines and darker poop on his gloves.
|
 | Current Poopsmith | February 2002 | Where's The Cheat? to current | He has thin, grey hairs, darker feet and darker poop on his gloves. His larger eye has a gleam/light reflection, he has much more advanced shading and his outlines are thicker.
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