Abstract: Personal financial management is undeniably a worthwhile practice to establish a financial security during a struggling economy and make intelligent monetary decisions regardless of the plethora of spending temptations. Monitoring personal cash flow is part of achieving financial independence, and it is now undemanding to perform because of the available personal budget apps and finance tools. Nevertheless, a missing feature of these technology-driven innovations is the recording, tracking, and monitoring of receipts as well as the generation of personal expenses reports based on these collected pieces of papers. With this application, “Mobile Bookkeeper”, financial enthusiasts can just scan the receipt using the inbuilt camera of any smartphone and details will be automatically transcribed using Optical Character Recognition (OCR). To measure the satisfaction and test the usability of the mobile app, subjective and objective measures via ISO 25062 and ISO 9241 standards were collected, and QUIS 7.0 questionnaire, respectively. The testing results established Mobile Bookkeeper particularly on its receipt scanner feature as a needed mobile finance app. Together with this acceptance is the report highlighting issues and challenges in developing such mobile application especially with OCR integration and its accuracy in text recognition.