In this paper, we investigate the non-symmetric Strong Spectral Property (nSSP) from a combinatorial perspective. To zero-nonzero patterns of matrices we associate directed graphs and study when they require or allow the nSSP, providing a framework that avoids verifying the nSSP for individual matrices. A new combinatorial method is introduced and used to recognise several patterns that require the nSSP. It is shown that loop assignments in double paths play a critical role in establishing this property, and we show that an open question regarding irreducible tridiagonal patterns has a negative answer. We also investigate whether the minimum number of arcs in a directed graph on $n$ vertices that requires the nSSP, is equal to $2n-1$, and confirm this minimum for several specific digraph families.