Dry granulation using roll compaction (DGRC) becomes increasingly adopted in the pharmaceutical industry due to its unique advantage of not requiring liquid binder and a subsequent drying process. However the DGRC process presents also some challenges, in particular, high fine fraction generated during the milling stage significantly limits its application. Although the fines produced can be recycled in practice, it may lead to poor content uniformity of the final product. At present there is a lack of mechanistic understanding of milling of roll compacted ribbons. For instance, it is not clear how fines are generated, what are the dominant mechanisms and controlling attributes and if any measurement technique can be used to characterise ribbon milling behaviour. Therefore, the aim of this paper was to assess if ribbon milling behaviour can be assessed using some characterization methods.