PYSEC-2026-3796

openssl-encrypt (pip package) before 1.4.9 contains a symlink-following flaw in its verify-usb v2 added-file allowlist scan. The scan enumerated the drive with rglob(), which in CPython does not descend into symlinked directories and treats the symlink as an ordinary directory, while ONOFOLLOW on the hash side binds only the final path component. An evil-maid attacker with physical access to the removable drive could replace a tool-tree directory with a symlink to a copy containing byte-identical files plus a planted pycache/*.pyc file (which CPython loads in preference to recompiling the clean .py). The planted file is never enumerated, addedfiles stays 0, and verify-usb reports PASSED, resulting in code execution when the victim runs the portable install. Fixed in 1.4.9 (affects both 1.4.x and 1.5.x lines).