In current times it has been seen an increased uptake of client organisations moving to the Xero accounting system platform. With increased uptake, there has been increased exposure to risk and issues upon implementing the new system. Literature supports the idea that shifting accounting systems can be a relatively risk involved process and various considerations should take place. This report seeks to summarise the current environment leading consumers to use Xero as an accounting system, identify the major issues faced upon converting to Xero platform and the risks of conversion, and identify the key considerations which may aid in reducing the level of risk involved in a Xero conversion. To do this six semi-structured interviews were conducted with employees of a Hamilton office with a thematic analysis conducted on the results to draw conclusions. It was found that the time element, data and change management were the main factors surrounding issues upon converting to the Xero accounting system platform. Recommendations determined from the analysis are that the organisation could implement a more stringent and structured change management programme surrounding new conversions, including the introduction and adaptation of process diagrams as change management tools. Investment in training client employees as change drivers would also prove beneficial. The organisation Hamilton could also implement a structured communication plan for clients during and post conversion, and invest in continuous training for both staff and clients of the firm. The study undertaken was limited by the organisational context, being focussed on a sample taken from six employees only, therefore, generalisations may not be able to be made from this research of the holistic conversion environment. Further research may involve the surveying of external parties such as clients to increase the reliability and validity of the results.