It’s not academic research, but I recommend Marianne Bellotti's "Kill It with Fire: Manage Aging Computer Systems (and Future Proof Modern Ones)" about moderniz

It’s not academic research, but I recommend Marianne Bellotti's "Kill It with Fire: Manage Aging Computer Systems (and Future Proof Modern Ones)" about modernization of legacy software systems and managing the teams maintaining these systems. The author worked at the United States Digital Service. https://nostarch.com/kill-it-fire https://nostarch.com/kill-it-fire