Hi there,
Just use joints, the joint tool, and then “paint” the rigging. The program does that for you, but you always need to adapt a little bit better and smooth all the joints.
“however the roller skates are separate objects and wouldn’t be able to be attached” There is a way for them to be attached to a joint. Here is a video explaining that:
https://www.youtube.com/watch?v=bkmbsW8HoIE&t=498s
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