This study of “parallelism” in biblical Hebrew poetry has been stimulated by the recent monograph on biblical poetry by Grosser (2023). After an initial overview of the book, I summarize some of the main challenges that I encountered when trying to process the essential aspects of Grosser’s novel Gestalt-based approach. Next, from my literary-structural perspective I consider a larger selection of poetic passages as examples to illustrate the salient differences in our analytical procedures and results. This comparative survey will hopefully stimulate others to take up further cognitive and stylistic explorations of this important topic which, though very well-known and documented by past and present expositions, is not without its lingering ambiguities and points of controversy, which at times significantly affect technical terminology as well as Bible interpretation and translation.