The Weyl–von Neumann theorem asserts that two bounded self-adjoint operators A, B on a Hilbert space H are unitarily equivalent modulo compacts, i.e.uAu* + K = B for some unitary u 𝜖 u(H) and compact self-adjoint operator K, if and only if A and B have the same essential spectrum: σess (A) = σess (B). We study, using methods from descriptive set theory, the problem of whether the above Weyl–von Neumann result can be extended to unbounded operators. We show that if H is separable infinite dimensional, the relation of unitary equivalence modulo compacts for bounded self-adjoint operators is smooth, while the same equivalence relation for general self-adjoint operators contains a dense Gδ-orbit but does not admit classification by countable structures. On the other hand, the apparently related equivalence relation A ~ B ⇔ ∃u 𝜖 U(H) [u(A-i)–1u* - (B-i)–1 is compact] is shown to be smooth.