@cgcookiedough Sounding good! Naturally we can think deeper than this, such as what the pose is the pumpkin going to be in? Is it going to be leaping in the air?, Maybe it’s merely snarling at its enemies? Or maybe it’s already started chewing on one of the Indians who got too close? There’s a lot of possibilities there. I’d wholeheartedly recommend blocking your scene out first with basic shapes (which you seem to already know about) as this can make the work ahead seem a lot less daunting, like how making your bed somehow makes doing the housework feel easier, or maybe that’s just me?
Duplicating the Indians is a good idea to save time, though it may be a good idea to put variations in clothes, hair etc just so they’re not a pack of clones. Nothing major necessarily, just enough to tell the difference. Also the silhouette is a good idea to save time as well, I’m not sure how you intend the black texture to work out though? I guess that’s what a silhouette is so I’ll have to wait and see on that one.
Overall you have a pretty damn good start and I look forward to what you create, just hmu if you need more advice!