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Strong Sad's design hasn't changed much. His arms have been changing in size and his voice has gotten higher. He has also grown less depressed.

Image	Info	Created	Appearances	What's Changed?
	Early Strong Sad sketches	Sept. 1996	Sketchbook (museum)	N/A
	More early Strong Sad sketches	Sept. 1996	Sketchbook (museum)	N/A
	Even more early Strong Sad sketches	Sept. 1996	Sketchbook (museum); flashback (bottom right); Main Page 20 (bottom right) The Homestar Runner Gets Something Stuck In His Craw (bottom right)	N/A
	The first design	2000	Marshmallow's Last Stand; Old Characters Page; Yearbook Character Page (in photo); virus; lady...ing; Hremail 7	N/A
	The second design	2000	A Jumping Jack Contest; Strong Libs; Hremail 7	He has a more realistic design, his eyes are further apart, he has longer arms and his belly button is shaded now.
	The third design	2000	Theme Song Video; Yearbook Character Page Homestarloween Party, A Holiday Greeting; A Jorb Well Done, The Luau; The House That Gave Sucky Treats; depressio; The Interview	He has a colored outline and shorter arms. His body is a lighter shade of grey than before.
	The fourth design	2001	The Best Decemberween Ever, Where's The Cheat?; various Strong Bad Emails from stand-up to radio; Pumpkin Carve-nival; Main Page 16; Homsar Main Page; A Decemberween Pageant; 3 Times Halloween Funjob; Strong Bad is in Jail Cartoon; Experimental Film; Halloween Fairstival; Homestar Presents: Presents	He's rounder, his eyes are more glossy, his outline is thicker, his head is bigger, his body is slightly darker, he has much more advanced shading, his mouth has a different shape and movement style in the toons from gimmicks on, and his voice more "delicate" than just "tired-sounding".
	This is the current design	2005	Various Strong Bad Emails from origins to current; toons from Bug In Mouth Disease to DNA Evidence; Main Pages 23 and 24; Teen Girl Squad Issue 10	His legs are closer together, his front arm is longer, his shading is slightly different, he has a thicker, darker outline, his head is a slightly different shape and his eyes are a little further apart. Beginning in 2007, Strong Sad has become more self-confident and actively defends himself on occassion.