The concept of possibility fuzzy soft sets is a step in a new direction towards a soft set approach that can be used to solve decision-making issues. In this piece of research, an innovative and comprehensive conceptual framework for possibility multi-fuzzy soft ordered semigroups by making use of the notions that are associated with possibility multi-fuzzy soft sets as well as ordered semigroups is introduced. Possibility multi-fuzzy soft ordered semigroups mark a newly developed theoretical avenue, and the central aim of this paper is to investigate it. The focus lies on investigating this newly developed theoretical direction, with practical examples drawn from decision-making and diagnosis practices to enhance understanding and appeal to researchers’ interests. We strictly build the notions of possibility multi-fuzzy soft left (right) ideals, as well as l-idealistic and r-idealistic possibility multi-fuzzy soft ordered semigroups. Furthermore, various algebraic operations, such as union, intersection, as well as AND and OR operations are derived, while also providing a comprehensive discussion of their properties. To clarify these innovative ideas, the theoretical constructs are further reinforced with a set of demonstrative examples in order to guarantee deep and improved comprehension of the proposed framework.