One of my ongoing contracts is with Mythic Portal Games, to create a series of monster tokens for use with Roll20.net. They will eventually be sold in packs of 20-30 unique tokens per pack, with about 3-6 tokens for each type of monster.
My latest commission was to create a set of tokens for use with Roll20. We started with 2 - the sorcerer and crossbower. When those turned out well, I was asked to create 4 more. The next completed was the eager fellow with sword and shield, followed by the well-heeled gentlemen at the back, then the little guy eagerly wielding a spear. The last one, just finished yesterday as I write this, was the mother goblin with 2 juveniles.
I ended up making these almost entirely in Adobe Illustrator. I did the initial sketching for poses and such in Sketchbook Pro, but I was having trouble getting the tools there to function to my liking when it came time to "ink" them. I'd recently had success doing similar linework with the pressure sensitive tools in Illustrator (working on the MindCise brains, actually), so I imported the sketches. Once the final lines were done there, it seemed natural enough to do the coloring there as well. So while these are going to be sold as fairly small raster images (single-square tokens in Roll20 are only 280px square), the originals are actually entirely vector, and could be reproduced at any size needed. Of course, when I was making these, each was it's own file, and I was working at a somewhat larger scale than this. I tossed in the grid for presentation purposes, of course - the actual illustrations have no backgrounds. This set is now finished, but I expect I'll be doing others down the line.
Here's the second series of Roll20 tokens: Lizardmen (and a nest of eggs)!
The big challenge here was to figure out an efficient method of doing scales. I think I devised a pretty decent solution - I created several pattern brushes using a handful of small color dots, then I can apply a handful of strokes in strategic locations on top of the rest of the skin.
Again, the initial sketch is done in Sketchbook Pro, and the rest is done in Illustrator. Next up: gnolls!
It was an interesting challenge to depict an impression of fur without much detail, since the final version of these guys are much smaller than shown here.
And now we have the fourth series of Roll20 tokens: kobolds!
The guys at Mythic Portal decided to follow the current coloring conventions of D&D for these guys, rather than Pathfinder, so they've all got scales in the rusty/brick red range, rather than following the color patterns of chromatic dragons.
When these finally all start going on sale, this set will be in the second pack, which is going to focus on more mid-tier enemies.
The idea here was both to tie into the established appearance that Mythic Portal has for hobgoblins, with some illustrations previously competed by a different artist (the blue skin, tusks, and tattoos), but also to make sure they looked related - at least distantly - to my goblins, so they have a similar ear shape, claws, sharp teeth, and glowy red eyes.
My first set of medium creatures! The final tokens for these will be 560px square, instead of 280px.
the overhead angle required for tokens actually made this set a little easier - it saved me from having to spend a lot of effort on the anatomy of 2 necks emerging from an otherwise normal humanoid physiology.