A rising trend towards decentralised organisational structures can be observed as this structure is viewed to be carrying benefits in implementing change and transformations. The aim of this Thesis is to explore the effects of decentralisation on work management software adoption endeavours in SMEs, as the challenges of decentralisation have been largely understated and underexplored. Industry professionals may utilise this research to better understand and prepare their own organisations. The research deploys both modern and classical literature and theories to conduct and analyse qualitative interviews performed with four different industry professionals from four different SMEs in Denmark. The results have shown that these companies have put in effort to be more decentralised based on pre-established definitions, with some leaning more towards practically-established decentralisation than others. Moreover, in comparing organisational theories and technology adoption theories with the interview data, the particular relevance of Contingency Theory in analysing decentralised organisations can be seen. Modern Systems Approach has also been seen as highly relevant in drawing out the organisational design of these decentralised companies. TAM’s results demonstrability has been shown to hold particularly high influence on technology adoption in these SMEs. The most pivotal findings on the effects of decentralisation on software adoption relate to the benefits it carries, its disadvantages, and the factors which grant a predisposition for these (dis)advantages. The findings on the advantages of decentralisation in organisations aligns with previous literature. These are quicker adoption, flexibility towards change, and higher intrinsic motivation (i.e. TAM’s computer playfulness). Its disadvantages pose new findings: a propensity for lack of cohesion across teams, reduction in output quality, and inaccurate deadline handling. Another new finding is that the advantages of decentralisation for software adoption are at risk of being outweighed by its disadvantages when there are no or weak pre-established standardised procedures for communication, workflows, and professional alignment. Managers, entrepreneurs, and business developers looking to adopt new work management software should consider establishing these standards in their organisations before attempting to pursue the promised benefits of decentralisation.