This research sought to identify the motivational factors associated with the intention to readiness to retirement planning of estate sector employees in Sri Lanka. The theory of planned behavior (TPB) investigates the effects of the behavioral factors associated with the intention to readiness to retirement planning. Simple random sampling method was used to select the respondents and face-to-face interview was conducted to survey 900 households in the Nuwara Eliya district of the central province in Sri Lanka. The principal component analysis was used to calculate factors with Varimax rotation applied factor extraction. The regression analysis method was used to facilitate a path analysis of respondents’ behavior. The result revealed that estate sector1 employees’ readiness to retirement planning was significantly related to personal attitudes, social pressures and a sense of control. Readiness to retirement planning turns out to be of utmost important and the study discovered behavior patterns that have implications. Reducing structural barriers, financial knowledge and financial inclusion may culminate the retirement planning behavior. Findings of this study can be beneficial for financial product development, especially for rural and informal sector employees in attracting and retaining clients.