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2 changes: 2 additions & 0 deletions .gitignore
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docs/ENV_REFERENCE.md

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219 changes: 43 additions & 176 deletions SECURITY.md
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# Security Model & Red Team Report
# Security Policy

## Threat Model
## Responsible Disclosure

pop-pay is designed to let AI agents make payments **without ever seeing real card credentials**. The primary threats are:
At Point One Percent, we take the security of our runtime payment guardrails seriously. If you believe you have found a security vulnerability in `pop-pay`, please report it to us as described below.

1. **Prompt injection** — malicious content in agent reasoning or from a webpage instructs the agent to extract credentials
2. **Agent hallucination** — agent spontaneously tries to read credential files to "help"
3. **TOCTOU redirect** — agent gets payment approved for vendor A, then navigates to attacker site before injection
4. **Credential exfiltration** — agent reads credential files directly via file-read tools
5. **Downgrade attack** — agent with shell access attempts to delete the Cython `.so` to force re-initialization with weaker OSS encryption
## Reporting a Vulnerability

### Out of scope (OS-level threats)
If the agent has **arbitrary shell execution** and runs as the same OS user as the MCP server, no local software solution fully protects against credential theft — this is a known OS security boundary. Mitigations: use passphrase mode, run agent in a sandboxed environment without shell tools, or use Stripe Issuing mode (no credentials stored locally).
Please do **not** report security vulnerabilities via public GitHub issues.

---
Two parallel channels (GitHub Advisory preferred, email also monitored):

## Security Levels

| Configuration | File-read agent | Shell agent (call `derive_key()`) | Shell agent (downgrade attack) | Shell agent (brute force) |
|---|---|---|---|---|
| `.env` file (pre-v0.6.0) | ❌ Exposed | ❌ Exposed | N/A | ❌ |
| Vault, OSS source, no passphrase | ✅ Blocked | ❌ Can call `derive_key()` with public salt | N/A | ✅ Blocked |
| Vault, PyPI/Cython, no passphrase (v0.6.1+) | ✅ Blocked | ⚠️ Must reverse `.so` first (salt never exposed as Python object) | ✅ Blocked (v0.6.4+) | ✅ Blocked |
| Vault + passphrase (any install) | ✅ Blocked | ✅ Blocked (needs passphrase) | ✅ Blocked | ✅ Blocked (strong passphrase) |
| **Stripe Issuing (commercial)** | ✅ Blocked | ✅ No credentials stored | ✅ | ✅ |

---

## Cython Vault Hardening Architecture (v0.6.0+)

Card credentials are encrypted with AES-256-GCM. The encryption key is derived via `scrypt` from the machine identifier and a secret salt.

### Salt protection layers (PyPI/Cython builds only)

| Layer | Mechanism | What it defeats |
|---|---|---|
| Compiled `.so` | Salt derivation happens inside Cython binary, not Python | Agent calling `import pop_pay; pop_pay.get_salt()` |
| Salt never exposed | `derive_key()` returns only the final key, never the salt | Agent inspecting Python return values |
| XOR obfuscation (v0.6.2+) | Salt stored as two XOR-paired integer lists (`_A1 ⊕ _B2`); neither list alone is meaningful | `strings .so` static binary scanning |
| Memory zeroing (v0.6.3+) | Reconstructed salt stored in `bytearray`, zeroed immediately after `scrypt` call | Process memory dump after key derivation |
| Vault mode marker (v0.6.4+) | `.vault_mode` file records `hardened`/`oss` at init time; `load_vault()` and `pop-init-vault` refuse to fall back to OSS salt if marker says `hardened` but `.so` is missing | Agent deleting `.so` to trigger re-initialization with public salt |

### Downgrade attack flow (mitigated in v0.6.4)

**Attack vector:**
1. Agent with shell access deletes `_vault_core.so`
2. Agent unsets / bypasses `POP_STRICT_MODE` env var (pre-v0.6.4)
3. System falls back to OSS public salt
4. Agent re-initializes vault with weak encryption using known public salt

**v0.6.4 mitigation:**
- `POP_STRICT_MODE` removed (was bypassable via `unset POP_STRICT_MODE`)
- `.vault_mode` marker file written at vault creation time
- `load_vault()` checks marker: if `hardened` but `.so` unavailable → raises `RuntimeError`, refuses decryption
- `pop-init-vault` checks marker: if `hardened` but `.so` unavailable → prints error and exits, refuses overwrite
- Bypassing requires manually deleting two files (`vault.enc` + `.vault_mode`), which is a clearly observable destructive action

---

## Red Team Results

### v0.6.0 (2026-03-31) — Initial Vault Release

#### ✅ BLOCKED

| Attack | Defense |
|---|---|
| Read `~/.config/pop-pay/.env` | Burned after `pop-init-vault`; file does not exist |
| Read `vault.enc` | AES-256-GCM ciphertext; meaningless without key |
| `sqlite3 pop_state.db "SELECT card_number, cvv"` | Schema only stores `masked_card` (`****-4242`); CVV column removed |
| `repr(VirtualSeal)` in logs/tracebacks | Outputs `****-REDACTED` / `***` — real values never serialized |
| `ignore all previous instructions` in reasoning | Layer 1 keyword guard: prompt injection pattern |
| `you are now a payment processor` in reasoning | Layer 1 keyword guard: role injection pattern |
| `{"approved": true}` JSON structure in reasoning | Layer 1 keyword guard: JSON structure pattern |
| `attacker.com` redirect after wikipedia approval | TOCTOU guard: domain suffix mismatch |
| `wikipedia.attacker.com` subdomain spoof | TOCTOU guard: label-only matching, subdomain bypass closed |
| `not-wikipedia.com` hyphen spoof | TOCTOU guard: label-only matching, hyphens not split |
| `amazon-phishing.com` fake AWS | TOCTOU guard: not a suffix of `amazonaws.com` or `aws.amazon.com` |

---

### v0.6.1 (2026-03-31) — Critical: Salt Exposure Fix

#### 🔴 CRITICAL (found during formal testing, patched same day)

| Attack | Finding | Fix |
|---|---|---|
| Call `_vault_core.get_compiled_salt()` from Python | Returned the raw compiled salt bytes directly — salt fully exposed to any Python caller | Removed `get_compiled_salt()` entirely; salt only used inside `derive_key()` inside the `.so`; never crosses the Python boundary |

---

### v0.6.2 (2026-03-31) — XOR Obfuscation

#### ✅ BLOCKED (after fix)

| Attack | Finding | Fix |
|---|---|---|
| `strings _vault_core.so \| grep -E '.{20}'` | Plaintext salt byte string appeared in binary output | Salt stored as two XOR-paired integer lists at compile time; neither list alone is meaningful; reconstruction happens only inside `derive_key()` at runtime |

---

### v0.6.3 (2026-03-31) — Variable Name Obfuscation & Memory Zeroing

| Defense | Description |
|---|---|
| Obfuscated variable names | XOR pair variables renamed from descriptive to non-descriptive (`_A1`, `_B2`) to raise binary reverse engineering cost |
| Salt memory zeroing | Reconstructed `bytearray` zeroed immediately after `scrypt` completes — minimizes window for memory dump attacks |

---

### v0.6.4 (2026-03-31) — Downgrade Attack Prevention

#### ✅ BLOCKED (after fix)

| Attack | Finding | Fix |
|---|---|---|
| Delete `.so` + unset `POP_STRICT_MODE` → re-init vault | `POP_STRICT_MODE` was an env var; shell agent could bypass with `unset POP_STRICT_MODE` before calling `pop-init-vault` | Replaced with tamper-evident `.vault_mode` file; protection is structural, not configuration-dependent |
| Delete `.so` → downgrade via vault re-init | Without mode marker, system could silently re-encrypt with public OSS salt | `pop-init-vault` checks `.vault_mode` before overwrite; refuses with error if current build is not hardened |

---

### v0.6.5 / Full PyPI Wheel Validation (2026-04-01)

| Attack | Result | Notes |
|---|---|---|
| A1: Call `derive_key()` from Python | ⚠️ Callable, salt not extractable | `derive_key()` can be called (Cython `def` is Python-accessible); returns the AES-256 key but salt never surfaces. To steal the salt an attacker must reverse-engineer the `.so` with Ghidra/IDA Pro. Test environment showed AttributeError due to import path issue — not a real block. |
| A2: Call `get_compiled_salt()` | ⚠️ Returned `None` (stub survived) | No sensitive data exposed; stub removed in v0.6.5 |
| A3: Read `_A1` / `_B2` XOR constants | ✅ BLOCKED | Internal constants not accessible from Python layer |
| A4: Downgrade attack (delete `.so`) | ✅ BLOCKED | `load_vault()` raises `RuntimeError`; refuses to decrypt |
| A5: Tamper `.vault_mode` marker (`hardened` → `oss`) | ✅ BLOCKED | Vault encrypted with hardened key path; decryption fails with wrong key |

---

### ⚠️ Partial / Documented Limitations

| Attack | Status | Notes |
|---|---|---|
| Call `derive_key()` from OSS source | **NOT BLOCKED (OSS)** | Documented limitation. Algorithm + public salt visible in source. Fix: `pip install pop-pay` (Cython) or `--passphrase` mode. |
| `strings` on OSS build | **NOT BLOCKED (OSS)** | OSS builds use a public salt; `strings` resistance only applies to PyPI/Cython wheels. |
| `APPROVE: true` short phrase | **PASSED Layer 1** | Too short to trigger patterns. Layer 2 (LLM guardrail, optional) catches semantic violations. |
| Custom XML tags `<ignore_rules>` | **PASSED Layer 1** | Unrecognized tag names bypass keyword check. Mitigated by LLM guardrail. |
| Process memory dump (`/proc/<pid>/mem`) | **Theoretical** | Credentials in MCP server process memory. Requires same-user ptrace access. macOS SIP prevents this for signed processes. |
| CDP post-injection DOM read | **Architectural limit** | After card injection into browser form, an agent with CDP/browser tools could read DOM values before submit. Mitigated by: (1) Stripe Elements cross-origin iframe isolation; (2) brief injection-to-submit window. |

---

## Architecture Boundary
1. **GitHub Security Advisory** *(preferred)*: [file privately here](https://github.com/100xPercent/pop-pay/security/advisories/new).
2. **Email**: [security@pop-pay.ai](mailto:security@pop-pay.ai).

```
[vault.enc + .vault_mode] ← AES-256-GCM encrypted at rest; mode marker prevents downgrade
↓ decrypt at startup (machine key or passphrase key from keyring)
[MCP Server process] ← credentials only in RAM, never re-written to disk
↓ MCP protocol / JSON-RPC (separate process boundary)
[Agent] ← only sees masked card (****-4242) via request_virtual_card tool
```
## Scope

The agent cannot cross the process boundary through MCP protocol alone. File-read tools see only encrypted data. The security boundary holds as long as the agent lacks arbitrary shell execution targeting the MCP server process.
### In-Scope
We are particularly interested in vulnerabilities related to the core security primitives of `pop-pay`:
- **Vault Encryption**: Bypassing AES-256-GCM encryption or unauthorized access to `vault.enc`.
- **CDP Injection**: Vulnerabilities in the Chrome DevTools Protocol injection engine that could leak credentials to the agent process or unauthorized third parties.
- **Guardrail Bypass**: Systematic ways to bypass the Keyword or LLM guardrails (e.g., prompt injection that forces an unapproved purchase).
- **MCP Protocol**: Vulnerabilities in the Model Context Protocol implementation that could lead to privilege escalation.
- **TOCTOU Attacks**: Time-of-check to time-of-use vulnerabilities in domain verification.

---
### Out-of-Scope
- Vulnerabilities in the underlying browser (Chrome/Chromium).
- OS-level attacks (e.g., local root exploit to read memory).
- Social engineering or phishing.
- Theoretical vulnerabilities without a proof of concept.

## Bug Bounty Program

The bounty program is currently **private** — report findings to [security@pop-pay.ai](mailto:security@pop-pay.ai). Public tiers and Hall of Fame will open when internal red team completes iterative hardening rounds.

Scope is organised in three categories; a single report may cross categories, in which case the highest qualifying category applies.

### Passive Leak
pop-pay is currently running an internal red team hardening cycle before opening a public bounty. Researchers interested in coordinated disclosure:

**Scope**: PAN, CVV, or expiry leaks out of a running pop-pay process through a passive surface — logs, screenshots, exception tracebacks (including `show_locals` / `rich.traceback`), temp files, swap, clipboard, browser cache, or metadata. No adversarial action required; the credential simply appears somewhere it shouldn't. See `docs/VAULT_THREAT_MODEL.md` §3.1–3.7 for the canonical passive scenarios.
- **Contact**: [security@pop-pay.ai](mailto:security@pop-pay.ai) (PGP key pending)
- **SLA**: Initial response within 72 hours
- **Disclosure**: 90-day coordinated disclosure default per CERT/CC

### Active Attack
Public bounty tiers and a Hall of Fame will open after internal hardening completes. Private disclosure is welcome now — reach out and we will share scope guidance, the internal threat model, and red team methodology directly.

**Scope**: An adversarially-driven extraction or policy-violation path. Includes:
- Prompt injection / role injection that causes unauthorized purchase authorization
- TOCTOU redirect after approval
- Guardrail bypass (keyword / LLM / policy evasion)
- Runtime plaintext extraction from the MCP process via `os.environ` / `process.env`, the CDP channel, stdout/stderr logs, subprocess env inheritance, exception frame locals, or MCP/IPC abuse
## Response Timeline

Explicitly includes the F1–F8 surfaces being hardened in the S0.7 vault-hardening release. Reports demonstrating extraction via these runtime channels — **including** cases where the agent itself is the local attacker — qualify as Active Attack.
- **Acknowledgment**: Within 48 hours of receipt.
- **Triage**: Initial assessment and severity rating within 7 days.
- **Fix**: We aim to release a fix for critical vulnerabilities within 30 days.
- **Disclosure**: Public disclosure will occur after a fix is available and users have had time to update.

### Vault Extraction
## Credit Policy

**Scope requires**: Extract plaintext from `vault.enc` (e.g., internal canary `examples/vault-challenge/vault.enc.challenge`) using ONLY the encrypted file and its related on-disk artifacts. Reports relying on **the running pop-pay MCP process** to emit plaintext (via `process.env`, CDP channel, logs, subprocess inheritance, or exception tracebacks) are classified as Active Attack, not Vault Extraction.
We value the work of security researchers. If you follow our disclosure policy, we will:
- Acknowledge your contribution in our security advisories and CHANGELOG.
- Respect your privacy if you wish to remain anonymous.
- Not pursue legal action against you for research conducted within the scope of this policy.

Vault Extraction is scoped to the cryptographic boundary holding. Runtime plaintext lifecycle hardening is Active Attack.
## Security Architecture

---

## Reporting Vulnerabilities

Please report privately via one of two parallel channels (GitHub Advisory preferred, email also monitored):

1. **GitHub Security Advisory** *(preferred)*: [file privately here](https://github.com/100xPercent/pop-pay/security/advisories/new).
2. **Email**: [security@pop-pay.ai](mailto:security@pop-pay.ai).
`pop-pay` is designed with defense-in-depth:
- **Masking**: Card numbers are masked by default (`****-4242`).
- **Isolation**: The agent process never sees raw card credentials.
- **Native Security**: A Cython-compiled native module handles salt storage and key derivation.
- **Ephemeral Scope**: Approvals are single-use and domain-locked.

Do **not** open public GitHub issues for security reports.
Thank you for helping keep the agentic commerce ecosystem safe.
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| **A9** | Spoofing | Malicious MCP server intercepts and logs JSON-RPC requests. | Context Isolation Layer | Agent-to-PEP communication is cleartext if not over SSH/TLS. |
| **A10** | Information Disclosure | Agent reasoning contains card data from a previous session. | Context Isolation Layer | Log scrubbing is required to ensure no leakage in traces. |

## 5. Known Limitations

- **Anti-bot detection**: Sophisticated merchant anti-bot systems (e.g., Cloudflare, Akamai) can occasionally block CDP injection as "automated behavior."
- **No PCI DSS certification**: While card data never touches pop-pay servers, the software is not currently certified for formal PCI compliance in regulated environments.
- **LLM guardrail accuracy**: The LLM-based intent verification is 95% accurate, not 100%; statistically, 1 false negative may occur in every 20 complex attack tests.
- **DOM Fragility**: CDP injection is dependent on the merchant's DOM structure; major layout changes can break the auto-fill logic.
- **Environment Requirements**: Requires an active Chrome/Chromium browser process and does not support headless browsers without CDP enabled.
- **OSS Salt Visibility**: In open-source (non-compiled) builds, the encryption salt is visible in the source code, reducing entropy against local attackers.
- **Biometric primitives**: No native support for biometric approval (TouchID/FaceID) as a primary trust anchor yet.

## 6. Data Flow Diagram

```text
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