This is a question that I often ask myself when working with developers. I've worked at four companies so far and I've become aware of a lack of attention to keeping code clean and dealing with technical debt that hinders future progress in a software app. For example, the first company I worked for had written a database from scratch rather than use something like MySQL and that created hell for the team when refactoring or extending the application. I've always tried to be honest and clear with my manager when he discusses projections, but management doesn't seem interested in fixing what's already there and it's horrible to see the impact it has on team morale.

What are your thoughts on the best way to tackle this problem? What I've seen is people packing up and leaving. The company then becomes a revolving door with developers coming in and out and making the code worse. How do you communicate this to management to get them interested in sorting out technical debt?