It's the other way around. Trying to search for problems with Stable is more difficult because potential fixes require things your OS doesn't have yet.
I haven't much had this problem with Debian Stable.
For awhile, there would be a thing with people using, say, JS libraries, and they'd want to Stack Overflow copy&paste something. But the more reckless of those people just ended up bypassing Debian with NPM or some other language-specific package manager. And less-reckless people can decide when they can just use Debian or have to pull select bits of software some other way.
(Even though the MTBF of Debian testing is at least 5 times larger than Windows.)