Abstract: A computer-based system executing a computer-based method for facilitating an employer's relationship with its employees with regard to the vast array of laws and regulations concerning employee leave. Employers and employees may have a difficult time navigating though the laws and regulations of the employer/employee relationship as each employee is afforded leave benefits. Leave benefits may include paid holidays, paid vacation, full and partial paid time-off, unpaid time off with fear of losing a job and other time-off scenarios where an employee may wish to or need to be away from normal work duties for some amount of time. The service and system provides a way to inform employees about leave benefits, to track employee's use of and engagement with leave benefits, and to ensure compliance with laws and regulations of leave benefits across various jurisdictions.