Despite an increase in dual-earner families and the recent emphasis on involved fathering and work-family balance, there is a paucity of Australian men adopting flexible working arrangements to help them better manage work and family life. This research explored Australian father’s perceptions and experiences of workplace flexibility, and the factors that influence their engagement with such arrangements. Fifteen white-collar working fathers of young to older children (0–12 years) participated in the study. Semi-structured interviews were used to elicit a narrative, which was then analyzed using interpretative phenomenological analysis. The findings suggest that fathers face both external and internal barriers to workplace flexibility, including: men’s connectedness to the provider role, organizational cultures that dissuade or prevent men from using such practices, a lack of modeling from senior workers or leaders, a commitment to being the ideal worker, and a connection between work-dedication and masculine identity.