The purpose of this study was to test the theory of mentoring functions by comparing women in business from the Generation X and Baby Boomer generations to determine the mentor roles and functions each perceived to have most impacted their career advancement. A sample of 250 women in business, 125 each from the two generations, was used for this quantitative study. The Mentoring Functions Questionnaire (MFQ-9) developed by Castro and Scandura (2004) was implemented to determine any similarities or differences between the two generations of women. This study focused on the roles and functions developed by and expanded upon in seminal research by Kram (1983; 1985) and Burke (1984) who identified the three functions provided by a mentor which include career, psychosocial, and role modeling.