Engineers often talk about technical debt as if the codebase is the currency of the realm. It's not. Business Value is the currency of the realm. The code is something that facilitates business value, when (and only when) it does what the business needs. The people working on the code have a customer, the business. The business is locked in to a single provider for that service. And the service provider has grown complacent, prioritizing its own needs and processes ahead of the needs of the customer. They're behaving like other entrenched and untouchable service providers do, in monopoly industries like government and cable companies. Deal with my service levels, or suck it.
There are many customer-obsessed engineers who know how to strike this balance, but this is one of the many issues where there's selection bias in who will take the time to participate in the discussion. People who think this is a powerful story of IT done right need to broaden their minds, stop playing around on hacker news, and start thinking a little broader about how software service providers can do a better job of learning how to say "yes" faster.
"Technical Debt" is a term that exists largely to communicate the idea that the thing it represents increases the dollar cost of both operating the software to deliver constant business value in a steady state, and of delivering changes to the software to continue to deliver the same value as business needs change or to realize additional opportunities to deliver new value.
It is, absolutely and centrally, about business value; ignoring it in decision-making is exactly like ignoring maintenance/operations costs in a capital purchase and considering only acquisition costs.
The catch here though is the fact that rate of business value production is inversely proportional to amount of tech debt. Meaning a ton of yes's today will mean a grinding halt in a couple of years. I have worked on too many (very successful) teams now and watched many others that have gotten themselves into this situation.
After this point, you end in a place where tech debt repayment efforts can take years - but it also coincides with 4-5 year mark when original developers are tired and leave. End product - a giant legacy system operated by a ton of new folk who have no clue what's up. End result: This gets 'deprecated' and replaced by a brand new one.
Ideally I do think data is gold but code needs to be incrementally ripped out and replaced every 3-5 years or so. Else entropy is too crippling on the system.
We don't need more "yes men", we need more people able and willing to say 'Here are the trade-offs', and work with the business from there.
Yes, it absolutely is about Business Value, and the best Business Value is not always "yes" (of course, sometimes it is).
... speaking as someone currently dealing with and seeing the Business Value impact of technical debt.
Theres that much technical debt on the old app that the first change I made to it 5 years ago caused it to stop compiling because of the single line I added to a function which made it to big to compile.
If you work in a shop that has been around long enough to lose its training wheels and get a driving licence, then you have technical debt thats core functionality that everyone is scared of breaking.
The end result of that being that you couldn't really change _anything_ without it breaking any of N client installs (each custom) - and you couldn't reason about which one touched a particular part of the code, or what assumptions it made.
That company was all but dead inside two years. There were other factors leading to its demise, but far and away the biggest issue was the crippling technical debt that was piled on with reckless abandon.
There are definitely trade-offs to be made, and sometimes it makes sense to take on some technical debt. Your example of back-office apps may be one of them, but there's certainly a subset of software development for which this is both a business and technical-level suicide.
But there's a huge swath of dev shops that never pay any technical debt back, and the compound interest on that technical debt consumes all productivity. Past a certain point, drawing a line in the sand and forcing better practices no matter how easy it is to rationalize 'one more hack' is the only way to break that cycle.