The integral of 1/z over the unit circle equals 2πi, contrary to the expectation that contributions from opposite points would cancel each other out. This is due to the nature of complex integration, where direction matters, and the function 1/z has a singularity at z = 0, creating a "hole" in the domain. The discussion highlights that while odd functions can cancel out over symmetric intervals, this does not apply when integrating around a contour that encloses a singularity. The contributions from segments of the circle do not negate each other as they do in simpler cases, emphasizing the importance of the function's behavior near singularities. Understanding this requires a deeper grasp of complex analysis and the implications of Cauchy's Integral Theorem.