The issue isn't the config, but the fact that crypt() doesn't have any way to signal failure. In better designed languages you would have exceptions, result types, or something. Even in C you have "return integer indicating success or error" which would've prevented the confusion.

Now the public API is hard to change but you could still avoid the issue by returning a longer token like "==DANGEROUS_CRYPT_ERROR_length==" or "==DANGEROUS_CRYPT_ERROR_unsupported_alg==" which would never match the password field unless someone was really trying to induce the issue.

Yes, absolutely. Take for example this cURL command:

  NO_PROXY=1 curl -qs --data @./my\ message.txt -- \
  "https://user:password@example.com/user/${userid}/my%20message.txt"

Random parts of it will be interpreted by the shell, others by cURL, or the filesystem, or the remote server. They each have their own encoding rules, nested. I count ten distinct separators and nine ways of escaping/tagging. It's one command. No, just no.

We have seriously overused strings and we're now paying the price.

I'd say another UNIX-y thing - "C is good enough" - is part of the problem. C makes programming painful which results in all sorts of hacks.

E.g. in Pascal you can can define a record and then defined file of record to have typed I/O. I.e. it comes with built-in serialization format supported by compiler. Not a good one - but perhaps a step in a good direction.

OTOH C people starving for serialization often believe that `struct` byte layout made by a specific version of a compiler is a serialization format - a view not endorsed by the standard.