How do you estimate a ROI for clearing technical debt?

Question

I\'m currently working with a fairly old product that\'s been saddled with a lot of technical debt from poor programmers and poor development practices in the past. We are star

Answer 1

Being a mostly lone or small-team developer this is out of my field, but to me a great solution to find out where time is wasted is very, very detailed timekeeping, for example with a handy task-bar tool like this one that can even filter out when you go to the loo, and can export everything to XML.

It may be cumbersome at first, and a challenge to introduce to a team, but if your team can log every fifteen minutes they spend due to a bug, mistake or misconception in the software, you accumulate a basis of impressive, real-life data on what technical debt is actually costing in wages every month.

The tool I linked to is my favourite because it is dead simple (doesn't even require a data base) and provides access to every project/item through a task bar icon. Also entering additional information on the work carried out can be done there, and timekeeping is literally activated in seconds. (I am not affiliated with the vendor.)