How do you deal with outdated technology in a mature product?
Technology can be a real competitive advantage. If your industry needs sub-second latency to monitor their systems, having a streaming architecture that delivers can make your product a no-brainer. Often, what's cutting edge today can be a drag within a decade. I have always looked at it from a customer's standpoint. For, I prioritize new product development to replace anything that is considered "legacy" when one of the following happens:
The overall market is shifting. Often, when a new technology comes along, it sways the market away from what customers are used to. Competing in a new era with old technology can harm the customer and the business. As an organization, when you don't embrace new technological shifts such as AI or new UI development practices, customers notice.
Customers are losing faith. Often, in mature products, the underlying technology may not solve customers' problems today. You start to see mature customers complaining of a lack of scale, performance, or out-of-the-box help, things that were not important five years ago. While often, one can solve such problems by optimizing the code or having better documentation for new customers who are not champions in your ecosystem, there will come a time when you have to make significant architectural changes to support these requests.