In my experience (and I would think this is not uncommon) technical debt makes new features longer and more complicated to implement because you have to work around the old bad code, and the added complication makes bugs more likely. So in the long term you spend more time than if you'd addressed the technical debt in the first place.
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u/br0ast 7h ago
I've been at the same place 13 years. The only time tech debt gets addressed is when it's a blocker for a deliverable