As part of the European Women on Boards’ WELP program, we have launched a cross-border Digital Strategy Mentoring Program where the mentors are both men and women with substantial experience in the digital area and the mentees are senior women in business, who would benefit from a digital savvy mentor. The EWoB Digital Strategy Mentoring Program keeps its focus on education, information sharing and inspiration building in the areas of business digitalization (transforming to industry 4.0), leveraging the big data and understanding the opportunities and threats of digital aspects for today’s organizations. The content includes a comprehensive review of industry trends and insights from reliable publications and experts, real case-study examples and hands-on exercises for the mentees. The content of the program is designed to stimulate creative thinking on various possibilities how to embrace such opportunities, or face the disruption threats, and make the business fit for the digital age leveraging existing market position and consumer relationships. The program includes a face to face kick-off session, a minimum of 6 on-line sessions in mentoring pairs and face to face close-out networking event.