I cannot draw people but I have 2 Draw the Squad thingies in my brain.

1:

Person B riding on person A's shoulders while wearing a pirate hat with a big poofy ostritch feather. Person B's arm is outstretched w/ index finger pointing forwards like they're leading a charge

2:

Person A, B, and C are sitting in a clawfoot tub. Person B has a spyglass while person C wields an oar. Person A is has one foot on the edge of the tub like George Washington crossing the Delaware.