You probably weren't around for 4e. With that system they were very close to the approach you are referring to. The rules were very close to ever evolving because the approach to errata was to constantly tweak powers, DCs, rules, etc. They also had means of distributing these things digitally, which became very widespread, the system was also built in a way that made these tools much easier (keywords, etc). They offered a subscription based service to keep up with the releases and rules changes digitally. With 5e they STRONGLY moved away from that model, to go backwards when the current model is much more successful is unlikely. Wotc and Hasbro want D&D (the TTRPG) to be profitable, but the last thing in the world they want is to sacrifice the "brand" (which means popularity, number of people interacting with it, positive experiences with it, etc.) to achieve that profitability. The current strategy is building the brand and achieving profitability, whereas many of the potential shifts away from that (making an app central to the game) could cause people to disengage.