The axiom to “do more with less” in university research libraries is increasingly untenable, as budgets continue to shrink and demand for novel services continues to rise. The impacts of such existential uncertainties are self-evident and widely discussed in the literature--staff burnout, lowered morale and increased toxicity, weakened local collections, and limited capacity for ambitious and genuinely innovative work. In response to calls for entrepreneurial initiatives from campus and library leadership, the Digital Systems and Stewardship (DSS) division of the University of Maryland Libraries has been engaged since 2015 in developing a revenue generation program known as Digital Data Services. This initiative tackles the challenging financial landscape of higher education and furthers our institutional mission by offering fee-based technological services to the campus community, to affiliated partners, and to the commercial sector. Conceived of as a means to generate steady revenue to support and sustain library initiatives, the program currently represents a significant source of income for the Libraries DSS division after three years of growth, and is envisioned to contribute to other divisions in the Libraries, as well. More than standard cost recovery programs, the Digital Data Services program generates returns that can be reinvested in staffing or equipment for the Libraries, and DDS projects represent unique opportunities to cultivate talent and expand expertise to benefit other library initiatives. While a large-scale revenue generating program may initially appear contrary to traditional models of library services, this program has enabled the Libraries to expand both our capacity and aptitude to improve many of our mission-driven services over time.