Code RoomSafe filename validation spec
MediumPrep Room Coding #4160

Safe filename validation spec

Vibe & agenticAlgorithms & data structuresMid–Senior~16 min

You're directing an AI agent to write a Python regex-based check that decides whether an uploaded filename is 'safe' (no path traversal, no control characters) before the server writes it to disk. Write the spec that makes the check actually safe. What anchoring, character-class, and unicode/multiline constraints do you mandate, and what acceptance criteria prove a malicious name is blocked? Then describe what a naive prompt ('regex to validate a safe filename') gets dangerously wrong.

Implement
is_safe_filename(name: str, max_length: int) → bool
Examples
in["report_2026-01-31.pdf",255]outtrue
in["../../etc/passwd",255]outfalse
in["photo.png\n",255]outfalse
What a strong answer looks like

Treat the AI’s output as a draft to verify, not an answer to trust. Name the specific flaw and the input that triggers it, say how you’d catch it (tests, edge cases, reading critically), and how you’d re-prompt or decompose to get it right.

0:00 of about 16 min

Vibe & agentic: describe the solution in plain language (or narrate it) and the coach grades your approach.

Which questions mattered is sealed until you submit. Telling you now would just be handing over the edge cases.