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There are numerous emerging companies creating interesting and often unique projects in the 21st century. These companies frequently operate in a new, rapidly changing sector. These companies may face an insufficient supply of standardized information software, capable of supporting the business. On the contrary, an individual application software (made from scratch) might not be an option for the companies due to lack of finance to fund its development. Moreover, such SW may not be suitable for companies, especially in a situation when the company starts business activities in a new field, where all the business processes, hence the software requirements, emerge after many test runs and trials. In theory, this thesis focuses on possible solutions to this problem and in practice examines one specific software solution using an example of a property management company Property Rentier s.r.o. (hereinafter PR) which offers complex management services for recreational homes and short-term rental properties, especially using an Airbnb platform. PR has currently been confronted with a decision to make, whether or not to restructure its software solution and its architecture or keep its own and merely keep expanding it. The main goal of this thesis is to analyze and summarize the current processes of the selected company, describe how it is being supported by IT/ICT and, based on these findings, evaluate and recommend further measures regarding restructuring of the companys IT systems. The thesis output is meant for the PR company as well as for any start-up companies as a supportive material which should help ease its struggle making decisions about software development or its purchase.