While the most recent Coding Horror blog entry is not the first time I had heard of the concept, as I was reading it I couldn't help but apply the it in my mind to my own project.
The code base I'm working on is an ongoing project at about the 3 year mark now, and large portions of the code in the early stages of the project were written by developers who were sub par with little oversight which lead to a lot of code duplication, poor performance, etc. In discussions with management I've tried to make the case that there are several key components that are dying to be refactored and doing so would save a lot of time and headaches in future iterations when adding new features and fixing bugs in these key areas. While they seem to trust me that refactoring these components would be nice, they don't want to give me the leeway to do it. Note that I'm not talking about a rewrite of the entire code base or anything dramatic, just a rewrite of a few core areas that would take on the order of 2-3 weeks.
The questions then, is how to you as a developer sell to your manager that these areas need addressed and make a business case to get the time to address them now, rather than having to just incrementally improve here and there?
The main article from your link has the perfect answer already. This description of technical debt is very good:
If the project is going to go anywhere the project's manager has to care about it to begin with. If he cares about his project, that description alone should be enough to open his eyes to the idea he probably never thought of. Just help him set up a way to manage noting all the places in your codebase where things need to be improved. Maybe a group or parent ticket in your issue tracking system. That way you can have accountability and a list of what needs to be improved.