diff --git a/tests/test_security_regression.py b/tests/test_security_regression.py
new file mode 100644
index 000000000..140f63521
--- /dev/null
+++ b/tests/test_security_regression.py
@@ -0,0 +1,295 @@
+"""
+Security regression tests for CVE fixes.
+
+Scans the codebase for common security anti-patterns:
+- Known vulnerable dependency version pins in requirements.txt
+- HTTP requests missing timeout parameters
+- HTTP requests with SSL verification disabled (verify=False)
+- Subprocess calls using shell=True without justification
+"""
+
+import ast
+import os
+import re
+from pathlib import Path
+from importlib.metadata import version as pkg_version
+from packaging.version import Version
+
+import pytest
+
+
+ROOT_DIR = Path(__file__).resolve().parent.parent
+PLUGIN_DIR = ROOT_DIR / "plugins"
+
+# Minimum safe versions for dependencies with known CVEs
+MINIMUM_SAFE_VERSIONS = {
+    "pyasn1": "0.6.3",       # CVE-2026-30922
+    "cryptography": "44.0.0",
+    "jinja2": "3.1.4",
+    "pyyaml": "6.0.1",
+    "aiohttp": "3.10.11",
+    "lxml": "5.3.0",
+    "setuptools": "75.0.0",
+}
+
+# Files where shell=True is explicitly acceptable (agent payloads that must
+# execute arbitrary commands by design).
+SHELL_TRUE_ALLOWLIST = {
+    "ragdoll.py",
+    "manx.py",
+    "sandcat.go",
+}
+
+# Files/directories to skip entirely during scanning
+SKIP_DIRS = {
+    ".git", "__pycache__", "node_modules", ".eggs", "build", "dist",
+    "magma",  # frontend JS plugin
+}
+
+
+def _iter_python_files(*search_roots):
+    """Yield all .py files under the given roots, skipping irrelevant dirs."""
+    for root in search_roots:
+        root = Path(root)
+        if not root.exists():
+            continue
+        for dirpath, dirnames, filenames in os.walk(root):
+            dirnames[:] = [d for d in dirnames if d not in SKIP_DIRS]
+            for fn in filenames:
+                if fn.endswith(".py"):
+                    yield Path(dirpath) / fn
+
+
+def _parse_requirements(req_file):
+    """Parse a requirements.txt into a dict of {package_name: version_spec}."""
+    reqs = {}
+    with open(req_file) as f:
+        for line in f:
+            line = line.strip().split("#")[0].strip()
+            if not line or line.startswith("-"):
+                continue
+            # Match package==version, package~=version, package>=version
+            m = re.match(r"^([A-Za-z0-9_-]+)\s*([~>=<!]+)\s*([^\s;]+)", line)
+            if m:
+                reqs[m.group(1).lower()] = (m.group(2), m.group(3))
+    return reqs
+
+
+def _find_requests_calls_without_timeout(filepath):
+    """Use AST to find requests.get/post/put/patch/delete/head calls missing timeout."""
+    issues = []
+    try:
+        source = filepath.read_text(encoding="utf-8", errors="ignore")
+        tree = ast.parse(source, filename=str(filepath))
+    except SyntaxError:
+        return issues
+
+    for node in ast.walk(tree):
+        if not isinstance(node, ast.Call):
+            continue
+        func = node.func
+
+        # Match requests.get(...), requests.post(...), etc.
+        if isinstance(func, ast.Attribute) and func.attr in (
+            "get", "post", "put", "patch", "delete", "head", "request"
+        ):
+            # Check if the value is 'requests' or an alias
+            if isinstance(func.value, ast.Name) and func.value.id == "requests":
+                kwarg_names = [kw.arg for kw in node.keywords]
+                if "timeout" not in kwarg_names:
+                    issues.append((node.lineno, f"requests.{func.attr}() missing timeout"))
+    return issues
+
+
+def _find_verify_false(filepath):
+    """Find requests calls with verify=False."""
+    issues = []
+    try:
+        source = filepath.read_text(encoding="utf-8", errors="ignore")
+        tree = ast.parse(source, filename=str(filepath))
+    except SyntaxError:
+        return issues
+
+    for node in ast.walk(tree):
+        if not isinstance(node, ast.Call):
+            continue
+        for kw in node.keywords:
+            if kw.arg == "verify" and isinstance(kw.value, ast.Constant) and kw.value.value is False:
+                issues.append((node.lineno, "verify=False disables SSL certificate verification"))
+    return issues
+
+
+def _find_shell_true(filepath):
+    """Find subprocess calls with shell=True."""
+    issues = []
+    try:
+        source = filepath.read_text(encoding="utf-8", errors="ignore")
+        tree = ast.parse(source, filename=str(filepath))
+    except SyntaxError:
+        return issues
+
+    for node in ast.walk(tree):
+        if not isinstance(node, ast.Call):
+            continue
+        for kw in node.keywords:
+            if kw.arg == "shell" and isinstance(kw.value, ast.Constant) and kw.value.value is True:
+                if filepath.name not in SHELL_TRUE_ALLOWLIST:
+                    issues.append((node.lineno, "subprocess call with shell=True"))
+    return issues
+
+
+# ---------------------------------------------------------------------------
+# Test: dependency minimum versions in requirements.txt
+# ---------------------------------------------------------------------------
+class TestDependencyVersions:
+    """Ensure requirements.txt does not pin known-vulnerable versions."""
+
+    @pytest.fixture(autouse=True)
+    def _load_requirements(self):
+        self.req_file = ROOT_DIR / "requirements.txt"
+        assert self.req_file.exists(), "requirements.txt not found"
+        self.reqs = _parse_requirements(self.req_file)
+
+    @pytest.mark.parametrize("pkg,min_ver", list(MINIMUM_SAFE_VERSIONS.items()))
+    def test_minimum_version_not_pinned_below_safe(self, pkg, min_ver):
+        """Check that requirements.txt does not pin a package below the minimum safe version."""
+        if pkg.lower() not in self.reqs:
+            pytest.skip(f"{pkg} not in requirements.txt")
+        op, ver_str = self.reqs[pkg.lower()]
+        pinned = Version(ver_str)
+        minimum = Version(min_ver)
+
+        if op == "==":
+            assert pinned >= minimum, (
+                f"{pkg}=={ver_str} is pinned below minimum safe version {min_ver}"
+            )
+        elif op == "~=":
+            # ~= means compatible release; the pinned version itself must be >= minimum
+            assert pinned >= minimum, (
+                f"{pkg}~={ver_str} allows versions below minimum safe {min_ver}"
+            )
+
+    def test_pyasn1_not_vulnerable(self):
+        """Regression test for CVE-2026-30922: pyasn1 must be >= 0.6.3."""
+        if "pyasn1" not in self.reqs:
+            pytest.skip("pyasn1 not in requirements.txt")
+        op, ver_str = self.reqs["pyasn1"]
+        pinned = Version(ver_str)
+        assert pinned >= Version("0.6.3"), (
+            f"pyasn1 {op}{ver_str} is vulnerable (CVE-2026-30922). Upgrade to >=0.6.3"
+        )
+
+
+# ---------------------------------------------------------------------------
+# Test: requests calls in plugin code must have timeout
+# ---------------------------------------------------------------------------
+class TestRequestsTimeout:
+    """All requests.get/post calls in plugin Python code must include a timeout parameter."""
+
+    def test_stockpile_steganography_has_timeout(self):
+        """Regression: steganography.py requests calls must have timeout."""
+        path = PLUGIN_DIR / "stockpile" / "app" / "obfuscators" / "steganography.py"
+        if not path.exists():
+            pytest.skip("steganography.py not found")
+        issues = _find_requests_calls_without_timeout(path)
+        assert not issues, f"Missing timeout in {path}: {issues}"
+
+    def test_stockpile_ragdoll_has_timeout(self):
+        """Regression: ragdoll.py requests calls must have timeout."""
+        path = PLUGIN_DIR / "stockpile" / "payloads" / "ragdoll.py"
+        if not path.exists():
+            pytest.skip("ragdoll.py not found")
+        issues = _find_requests_calls_without_timeout(path)
+        assert not issues, f"Missing timeout in {path}: {issues}"
+
+    def test_response_elasticat_has_timeout(self):
+        """Regression: elasticat.py requests calls must have timeout."""
+        path = PLUGIN_DIR / "response" / "payloads" / "elasticat.py"
+        if not path.exists():
+            pytest.skip("elasticat.py not found")
+        issues = _find_requests_calls_without_timeout(path)
+        assert not issues, f"Missing timeout in {path}: {issues}"
+
+    def test_all_plugin_requests_have_timeout(self):
+        """Scan all plugin Python files for requests calls without timeout."""
+        all_issues = []
+        for filepath in _iter_python_files(PLUGIN_DIR):
+            issues = _find_requests_calls_without_timeout(filepath)
+            if issues:
+                for lineno, msg in issues:
+                    all_issues.append(f"{filepath.relative_to(ROOT_DIR)}:{lineno} - {msg}")
+
+        if all_issues:
+            # Report as warning rather than hard fail since some may be intentional
+            pytest.xfail(
+                f"Found {len(all_issues)} requests call(s) without timeout:\n"
+                + "\n".join(all_issues[:20])
+            )
+
+
+# ---------------------------------------------------------------------------
+# Test: no verify=False in plugin code
+# ---------------------------------------------------------------------------
+class TestNoVerifyFalse:
+    """No requests calls should use verify=False."""
+
+    def test_stockpile_steganography_no_verify_false(self):
+        """Regression: steganography.py must use verify=True."""
+        path = PLUGIN_DIR / "stockpile" / "app" / "obfuscators" / "steganography.py"
+        if not path.exists():
+            pytest.skip("steganography.py not found")
+        issues = _find_verify_false(path)
+        assert not issues, f"verify=False found in {path}: {issues}"
+
+    def test_all_plugins_no_verify_false(self):
+        """Scan all plugin Python files for verify=False."""
+        all_issues = []
+        for filepath in _iter_python_files(PLUGIN_DIR):
+            issues = _find_verify_false(filepath)
+            if issues:
+                for lineno, msg in issues:
+                    all_issues.append(f"{filepath.relative_to(ROOT_DIR)}:{lineno} - {msg}")
+
+        if all_issues:
+            pytest.xfail(
+                f"Found {len(all_issues)} verify=False occurrence(s):\n"
+                + "\n".join(all_issues[:20])
+            )
+
+
+# ---------------------------------------------------------------------------
+# Test: shell=True usage audit
+# ---------------------------------------------------------------------------
+class TestNoShellTrue:
+    """Subprocess calls should avoid shell=True unless in allowlisted agent payloads."""
+
+    def test_core_code_no_shell_true(self):
+        """Scan core caldera code (not plugins) for shell=True."""
+        core_dirs = [ROOT_DIR / "app"]
+        all_issues = []
+        for filepath in _iter_python_files(*core_dirs):
+            issues = _find_shell_true(filepath)
+            if issues:
+                for lineno, msg in issues:
+                    all_issues.append(f"{filepath.relative_to(ROOT_DIR)}:{lineno} - {msg}")
+
+        if all_issues:
+            pytest.xfail(
+                f"Found {len(all_issues)} shell=True occurrence(s) in core code:\n"
+                + "\n".join(all_issues[:20])
+            )
+
+    def test_plugin_code_no_unexpected_shell_true(self):
+        """Scan plugin code for shell=True outside of known agent payloads."""
+        all_issues = []
+        for filepath in _iter_python_files(PLUGIN_DIR):
+            issues = _find_shell_true(filepath)
+            if issues:
+                for lineno, msg in issues:
+                    all_issues.append(f"{filepath.relative_to(ROOT_DIR)}:{lineno} - {msg}")
+
+        if all_issues:
+            pytest.xfail(
+                f"Found {len(all_issues)} shell=True occurrence(s) in plugin code "
+                f"(outside allowlist):\n" + "\n".join(all_issues[:20])
+            )