| Image | Info | Created | Appearances | What's Changed?
|
| Early Strong Sad sketches | Sept. 1996 | Museum Sketchbook | N/A
|
| More early Strong Sad sketches | Sept. 1996 | Sketchbook | N/A
|
| Even more early Strong Sad sketches | Sept. 1996 | Sketchbook, flashback (bottom right), Main Page 20 (bottom right) | N/A
|
| The first Strong Sad design | 1996 | Super NES | N/A
|
| The second design | 2000 | Marshmallow's Last Stand, Old Characters Page , Yearbook Character Page (in photo) | White and gray instead of dark yellow and bluish gray, rounder shape, now has fingers.
|
| The third design | 2000 | A Jumping Jack Contest
| More realistic design, eyes further apart, longer arms. His belly button is shaded now.
|
| The third design | 2000 | Theme Song Video, The Luau, Homestarloween Party, A Holiday Greeting, A Jorb Well Done, The House that Gave Sucky Treats, depressio, The Interview, Yearbook Character Page | Coloured outline, shorter arms.
|
| The current design | 2001 | The Best Decemberween Ever to current | Rounder, eyes are more glossy, outline is thicker, chest is slightly darker, advanced shading, voice more "delicate" than just "tired-sounding"
|
