Through their work at the University of Southern California (USC) with students in a face-to-face mentoring program, the authors understood that many qualified low-income and/or first generation students were slipping through the cracks when it came time to apply to college. These were students who had done well in school and had met college requirements, but who lacked adequate support -- at home and/or at school -- to successfully complete the college preparation and application processes. After recognizing that traditional approaches were not only cost-prohibitive, but also not substantially moving the needle on college outcomes, they launched an innovative approach to meet students where they were increasingly spending time: in tech and game spaces. Through a partnership with USC's Game Innovation Lab, they created games that educated high school students about college-going strategies, from understanding financial aid opportunities to managing time for college preparation activities. Findings from their research shows that digital tools have potential to improve college access and success. As a result, they identified effective strategies for digital access and impact--as well as significant barriers that can prevent successful implementation of these tools.