Gender diversity in the workplace is considered both an economic and ethical imperative and as such has garnered substantial research attention. To advance the literature, this study analyzes firm-level predictors of women in top management roles across all wine producers in Australia between 2007 and 2013. In the main, firm size reduces the likelihood of women representation in top roles, as predicted. Firms with strong environmental sustainability credentials are more likely to have higher levels of women’s representation in top roles, including in CEO and marketer roles, supporting our hypothesis. However, contrary to the prediction, high export orientations within firms were found to negatively impact women’s representation in top roles; namely, women in the CEO and winemaker roles. The findings are discussed and future research directions put forth.