In this paper, we conjecture an extension to Bressoud's 1996 generalization of Borwein's famous 1990 conjecture. We then state a few infinite hierarchies of non-negative $q$-series identities which are interesting examples of our proposed conjecture and Bressoud's generalized conjecture. Finally, using certain positivity-preserving transformations for $q$-binomial coefficients, we prove the non-negativity of the infinite families.