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The aim of this study is to examine the effects that could be enhance employee well-being. This study uses quantitative methods with questionnaire. The sample selection method is non-probability with purposive sampling. It specifically selects employees of start-up companies that have implemented flexible work schedule, thus obtaining 224 respondents distributed by offline and online. This study could be processed with structural equation modeling by using the Lisrel 8.80. The finding shows that implementation of flexible work schedule will be achieved after employee obtain supporting from both supervisors and work environment. It also shows that, if flexible work schedule is implemented properly, work life balance could be enhanced. Employees who can balance their work and life will experience a significant increase in employee well-being. It can be concluded, there needs an important role from the management to provide support from all parties in company to implementing a work schedule flexibility policy.