We investigate `almost counterexamples' to Seymour's second neighbourhood conjecture. In what we call Seymour-tight orientations, the size of the first neighbourhood of each vertex equals the size of its second neighbourhood. We give several examples and constructions. Specifically, we prove that the class of Seymour-tight orientations is closed under taking (generalized) lexicographic products. Moreover, the lexicographic product of a putative counterexample to Seymour's second neighbourhood conjecture and a Seymour-tight orientation is again a counterexample. Using lexicographic products, we show that if the conjecture is false, then there exist counterexamples that are close to regular tournaments, and moreover that any digraph occurs as an induced subgraph of a counterexample. We then use this same machinery to construct special putative counterexamples to Sullivan's conjecture. The inherent symmetry of these orientations give access to an algebraic perspective. Seymour-tight orientations that are also Cayley digraphs correspond to special pairs of critical sets in groups, which connects potentially to additive combinatorics. We use Kemperman's theorem to characterize those Seymour-tight orientations that are the Cayley digraph of an abelian group.