I can’t seem to find a way to rotate the Image Editor canvas to make drawing a bit easier (not the image itself), is that possible?
Not currently. It’s been tossed around as an improvement in the past, but it’s been 2 years since any major discussion of it took place, so I’d imagine it’s not going to happen anytime soon
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Maybe using a plane, assign the UV-texture and draw in Texture Paint workspace directly in the 3D view with orthographic enabled ??