New sleeveless main pirate is a great thought for the base health state. Making the jacket a bit more ragged would be an extra touch, but might not read well at such a low resolution and would add a lot of extra animation.
Generally I'm loving the new characters. I'm digging the colors in general and appreciate the ethnic variation. There are a few things that could improve with another pass:
1) The hands and lower arms of #2 & #3. I guess they are supposed to be resting their fists on their hips, but their hands look a bit twisted and dumpy. Perhaps open hands around their hips would read better.
2) There are a few odd blocks of color, particularly on #5's hat rim and body, and #6's apron.
3) Your white shades may be too similar, with your shader needing to be darker. On bright monitors (like mine) I think the contrast is almost nonexistent.
Keep up the great work, I'm loving this project.