This dissertation explores the dynamic nature of job autonomy and its impact on employees' daily task behaviors and work outcomes. Drawing on the theories of job autonomy and anticipatory coping, this study investigates how employees' anticipated level of job autonomy for their next working day influences their daily task behaviors and work outcomes. Using data collected from working professionals in an organization with fully implemented flexible work arrangements over ten consecutive workdays, this study explores two specific strategic daily task behaviors (purposeful task delay and working excessively) employees engage in to optimize their well-being and daily goal progress based on their expectations for future job autonomy. Contrary to the hypothesized direct relationships, anticipated next-day job autonomy did not affect daily purposeful task delay and working excessively. Moreover, purposeful task delay negatively affected daily goal progress without positive carryover effects, whereas working excessively showed a positive relationship with daily goal progress. The proposed mediation and moderation hypotheses were not supported, highlighting the need to consider alternative mechanisms. The study also uncovers the significant interaction effect between focal-day and anticipated next-day job autonomy on daily goal progress. Supplementary analyses explore the varying effects of different dimensions of anticipated job autonomy on task behaviors and work outcomes. Overall, this dissertation contributes to the understanding of job autonomy as a dynamic situational factor, employees' anticipatory coping strategies, and the nuanced relationships between job autonomy and daily work outcomes. It offers valuable insights for organizations seeking to optimize employees' task behaviors and work outcomes in the context of the daily fluctuation of job autonomy.