The Cobb Teaching & Learning System (CTLS) is a digital learning initiative developed for and by the Cobb County School District (CCSD) in Georgia. CTLS became a crucial initiative used by the district to maintain student academic progress during the COVID-19 pandemic. Adopting a mixed-methods approach, this case study seeks to analyze CTLS's design and implementation, focusing on digital transformation and professional collaboration within CCSD. This case study highlights how CCSD maintains complete ownership in a customized digital learning initiative supported by technology providers. CTLS's success comes from its strategic partnership with external technology providers, most notably EdIncites, commitment to professional collaboration, investment in novel technologies, and focus on real-time data. Looking at district-by-district comparisons, Cobb's level of achievement and learning recovery resembles that of higher performing suburban districts in Georgia as opposed to its closest geographically and demographically comparable peers. Furthermore, 2019-2022 testing data indicates that all GA Milestone End-Of-Course proficiency percentages have already exceeded a 2014 baseline. This suggests that CTLS played a central role in CCSD's successful recovery after the COVID-19 pandemic. The overall response to the digital learning initiative from the end users that it is intended to serve has also been overwhelmingly positive. The initiative is now well-positioned to broaden learning opportunities across all schools and improve communication with parents and other stakeholders. CCSD's experience in scaling CTLS offers useful lessons for districts that are ready to launch and to own their transformative digital learning environment.