· Field NotesMarch 6, 2026

The AI That Tries to Break Your App Before Anyone Else Does

Shannon is an open-source AI that actually attacks your own web app to find real security holes — not just a list of warnings, but proof that something is broken.

AIopen-sourcesecurityautomationtoolsvia github · @KeygraphHQ

What it is

Shannon is a free, open-source tool that acts like a security expert hired to try to break into your own app. It reads your code, maps out the weak spots, and then actually attempts real attacks — the kind a malicious hacker would try. SQL injection, sneaking past login screens, that sort of thing. If it finds a way in, it gives you the exact steps to reproduce it. No vague warnings.

Why it matters

Most businesses that take security seriously hire someone to do a "pentest" — a controlled attempt to break the system — maybe once a year. But if your team is shipping new features every week (and most are, these days), that once-a-year check is mostly theatre. Shannon can run on every new version of your app, closing what the team calls a 364-day security gap.

It's powered by Claude, Anthropic's AI, and scored 96% on an independent security benchmark last week. Over 32,000 developers starred it on GitHub in its first days.

What to think about

If you run any kind of web app — a booking system, a client portal, a SaaS tool — ask your developer: when did we last have someone actually try to break this? If the answer is "ages ago" or "never", Shannon is worth a conversation.

Words worth knowing

Pentest (penetration test): A controlled exercise where someone tries to hack your system with your permission, so you find the holes before the bad guys do.

SQL injection: A classic attack where someone slips malicious instructions into a form field (like a search box) to trick your database into handing over data it shouldn't.

Proof of concept (PoC): A working demonstration that a security flaw is real and exploitable — not just theoretical. Shannon only reports things it can actually prove.

Open-source: The tool's code is publicly available. Anyone can inspect it, use it, or build on it — which also means the security community can verify it does what it claims.

Check it out →

Written by David at AC0.AI. Follow on @ac0hero

Field Notes in your inbox

The AI tools and moves I actually use to win more business. A couple a week, nothing I haven't run myself.

session0
lifetime0
Pressed0