But, here is the thing, technical debt also includes adopting "new shiny." I've known people that decided to roll their own framework instead of just sucking it up and using wordpress or ext. Meanwhile, someone else came along and used these, got a solution together, and managed to knock it out of the park.

That is, debt should be considered in this regard the same as a loan for money. Taking out a loan to get something done quickly and with little effort has a huge benefit. So does picking a framework that you can hire a lot of folks for.

Further, and this can be subtle, if you are going to do this, then you bloody use the money/technology according to the terms of the entity lending. How many people hate maven because they decided that its way just wasn't good and wanted to tweak it? How many people, on immediately taking up a new technology, look for how they want to do it first? Before they have even understood how that technology was made to be used?

This is not to say there may not be reasons to leave or tweak a technology. But, realize for most companies it is not a viable proposition to do so. Instead, accept and leverage the disadvantages and limitations of the technological "debts" you have taken out.