Ryan Maloney shows how to build character personality in Procreate by starting with solid structure, then experimenting with facial features like you're composing a song. He asks "what if" questions while drawing and tweaks details like the nose until the character feels distinct, not generic.
Chapters
Let's draw characters with personality. What do I mean by personality? When I'm drawing, I try to make something unique, distinctive. Let's Google search distinctive. Distinguishable from others. Original, peculiar, singular. I like those words. Let's draw some structure. The more structure you have in your drawing, the easier it'll be to add personality. Structure in a drawing is just like structure in music. I'm really going to mess up this music analogy, so stick with me. Think of each feature in the face as a musical note. Where you put that note and how you play that note is going to make up a different personality for each character. While I'm drawing this, I'm asking myself questions. What if this were like this? What if this were like that? Can I make the nose a little bit different than I did last time? I'm obsessed with watching musicians make beats in studios because it's all just experimenting until you find the right personality.