Unfortunately, I've seen this play out too many times. There is a trivial fence in the way of solving an expensive problem. Instead of taking action, months, or years pass trying to over- analyze the different ways to take down the fence. Since no one takes any action, the fence falls down on its own, causing severe outages and thousands, or millions of dollars in collateral damage.
That having been said, I also think you're underestimating the degree to which it's easy to verify the value of legacy practices.
https://slatestarcodex.com/2019/06/04/book-review-the-secret...
Search for the phrase "And then there’s manioc. This is a tuber native to the Americas." Read the extended block quote afterwards and the first few paragraphs after the block quote. If anything, Chesterton's Fence is insufficient--if a certain practice works, it sometimes works for reasons that even the practitioners can't explain.
Furthermore, I can point to numerous examples of catastrophic failure directly caused by insufficient status quo bias, like tearing apart cities because it's the 20th century and we need to build freeways straight through the middle of them, or communism. So it's a lot more complicated than you're making it out to be.
On the other hand, if you dig into the history of colonization, indigenous cultures had a massive home field advantage, and it was common for Western colonies to utterly fail, either starving to death in the same lands that indigenous people were able to survive in or in some cases, completely defecting from their original culture and joining indigenous populations.
In other words he did something because he thought it was okay to do it, he did it because he didn't like the way it was done, but he did not consider that in this case there might have been a reason why it was done the way it was and not the way he wanted it.
There were many things he could have changed, and improved things, but since he didn't bother finding out why things were they way they were changing things for the better was at best a random outcome.
I've seen so many people jump into a business, want to prove themselves, and start changing things without understanding the context in which that thing was built. (Similarly, though less often, businesses expanding into new products or markets.) "Tell me what will change if you stop doing X" is thus added to "Tell me what will change if you start doing Y".
To be fair, citing Chesterton's Fence just make me sound wise (and/or a little curmudgeonly); the better story for the point I'm making is the hospital bed where someone dies every Thursday morning at 10am ... only for video footage to reveal the cleaner unplugging machinery to plug in their vacuum cleaner every week.
However, some times the circumstances that gave rise to the fence are gone! You still need to do the work to show that this is true, or at least some best effort. But if after a cursory check there is no compelling reason, retorting "ah but there may still be some use, go search the wisdom of the ancients further" is a terrible response. That is how you calcify debt and become unable to adapt to changing circumstances.
There is a balance between preserving out of an abundance of caution and tearing it all down because it was inconvenient or "new is better."
We already have plenty of innate status quo bias. We don't need to heap more on top without good reason.