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The sampler and the workdir-relative display conversion group by node:path.sep, so the POSIX-style '/' literals in the cross-directory sampling cases collapse into per-path groups on Windows (every path its own top-level entry), turning the round-robin sample into a head. The same gap exists on master (its platform-separator fix predates these tests); normalize the literals through a platform helper instead, and keep the POSIX-backslash-as-filename case Windows-skipped as before.