One of those situations that can actually be measured if you really wanted to and had the equipment to do so. I’ve tried running equal length cable having both under the Obstacle with one looping back to the speaker when the distance was adequate to take up the extra cable. Satisfied my what if thinking, but that was all ! Did A/B testing with several audio people using on one side a 13’ shorter piece.., “0” audible difference. The equipment is a large multiple speaker system and very revealing, the DIY wire being of good quality with complementary fittings. Would seem to be an either way personal try it situation, my guess won’t make any difference.
Cheers