diff --git a/studio/backend/core/inference/tools.py b/studio/backend/core/inference/tools.py
index 700c8c80d7..a1213b193a 100644
--- a/studio/backend/core/inference/tools.py
+++ b/studio/backend/core/inference/tools.py
@@ -194,6 +194,15 @@ _ABSOLUTE_SENSITIVE = (
     # threads; ``cmdline`` and ``auxv`` carry env-derived strings too.
     r"/proc/(?:self|thread-self|\d+)/(?:environ|mem|maps|auxv|cmdline)",
     r"/proc/(?:self|thread-self|\d+)/task/\d+/(?:environ|mem|maps|auxv|cmdline)",
+    # ``/proc/<pid>/cwd`` and ``/proc/<pid>/root`` are symlinks to the
+    # process cwd and the filesystem root respectively. Reading via
+    # ``/proc/self/cwd/X`` is equivalent to reading ``X`` but bypasses
+    # any path normalisation that worked on the literal text; reading
+    # ``/proc/self/root/etc/shadow`` opens ``/etc/shadow`` even under
+    # chroot. Block any access via these symlink prefixes; there is no
+    # legitimate LLM-tool-use reason to dereference them.
+    r"/proc/(?:self|thread-self|\d+)/(?:cwd|root)(?:/|\Z)",
+    r"/proc/(?:self|thread-self|\d+)/task/\d+/(?:cwd|root)(?:/|\Z)",
     r"/proc/kcore",
     r"/proc/kallsyms",
     r"/var/spool/cron/[^\s'\"]*",
@@ -1505,6 +1514,32 @@ def _check_signal_escape_patterns(code: str):
             return func.attr
         return None
 
+    def _resolve_dynamic_module_name(node):
+        """Return the module string for dynamic import expressions.
+
+        Recognises:
+          * ``__import__('os')``
+          * ``importlib.import_module('os')``
+          * bare ``import_module('os')`` (after ``from importlib import
+            import_module``)
+
+        Returns the literal first-argument string when matched, else
+        ``None``. Used to ensure ``__import__('os').system(...)`` and
+        ``m = importlib.import_module('os'); m.system(...)`` flow
+        through the same shell-escape gate as ``import os; os.system(...)``.
+        """
+        if not isinstance(node, ast.Call) or not node.args:
+            return None
+        arg0 = node.args[0]
+        if not (isinstance(arg0, ast.Constant) and isinstance(arg0.value, str)):
+            return None
+        f = node.func
+        if isinstance(f, ast.Name) and f.id in ("__import__", "import_module"):
+            return arg0.value
+        if isinstance(f, ast.Attribute) and f.attr == "import_module":
+            return arg0.value
+        return None
+
     # Keyword argument names that carry command content (as opposed to
     # control flags like check=True, text=True, capture_output=True).
     _CMD_KWARGS = frozenset({"args", "command", "executable", "path", "file"})
@@ -1606,6 +1641,22 @@ def _check_signal_escape_patterns(code: str):
             self.generic_visit(node)
             self.loop_depth -= 1
 
+        def visit_Assign(self, node):
+            # Track ``m = __import__('os')`` and
+            # ``m = importlib.import_module('os')`` so a subsequent
+            # ``m.system(...)`` / ``m.popen(...)`` flows through the
+            # os/subprocess alias detection unchanged.
+            dyn = _resolve_dynamic_module_name(node.value)
+            if dyn == "os":
+                for tgt in node.targets:
+                    if isinstance(tgt, ast.Name):
+                        self.os_aliases.add(tgt.id)
+            elif dyn == "subprocess":
+                for tgt in node.targets:
+                    if isinstance(tgt, ast.Name):
+                        self.subprocess_aliases.add(tgt.id)
+            self.generic_visit(node)
+
         def visit_Call(self, node):
             func = node.func
 
@@ -1718,6 +1769,17 @@ def _check_signal_escape_patterns(code: str):
                         shell_func = f"os.{func.attr}"
                     elif func.value.id in self.subprocess_aliases:
                         shell_func = f"subprocess.{func.attr}"
+                else:
+                    # Inline dynamic import:
+                    #   __import__('os').system(...)
+                    #   importlib.import_module('os').popen(...)
+                    # No intermediate name binding so the Name branch
+                    # above misses it; resolve the receiver here.
+                    dyn = _resolve_dynamic_module_name(func.value)
+                    if dyn == "os":
+                        shell_func = f"os.{func.attr}"
+                    elif dyn == "subprocess":
+                        shell_func = f"subprocess.{func.attr}"
             elif isinstance(func, ast.Name):
                 # Check from-import aliases: from os import system; system(...)
                 shell_func = self.shell_exec_aliases.get(func.id)
diff --git a/studio/backend/tests/test_sandbox_hardening.py b/studio/backend/tests/test_sandbox_hardening.py
index ba96cb65a5..52442fe530 100644
--- a/studio/backend/tests/test_sandbox_hardening.py
+++ b/studio/backend/tests/test_sandbox_hardening.py
@@ -1307,3 +1307,103 @@ class TestR3Finding22_RequestsRequestPositionalKeyword:
     )
     def test_request_method_then_kw_trusted_url_allowed(self, code):
         assert not _is_blocked(code), f"trusted method+kw blocked: {code!r}"
+
+
+# ---------------------------------------------------------------------------
+# Followup — dynamic import bypass + /proc/self/cwd-root symlink traversal
+# ---------------------------------------------------------------------------
+
+
+class TestFollowup_DynamicImportShellEscape:
+    """``__import__('os').system(...)`` and
+    ``importlib.import_module('os').popen(...)`` bypass the bare
+    ``os.system`` gate because the receiver is a Call, not a Name in
+    ``os_aliases``. Same for the assign form
+    ``m = __import__('os'); m.system(...)``. The visitor now resolves
+    both shapes back to the canonical alias before the shell-escape
+    check runs."""
+
+    @pytest.mark.parametrize(
+        "code",
+        [
+            "__import__('os').system('" + SUDO + " whoami')",
+            "__import__('os').popen('cat ~/.ssh/id_rsa')",
+            "import importlib; importlib.import_module('os').system('"
+            + SUDO
+            + " whoami')",
+            "from importlib import import_module; import_module('os').system('"
+            + SUDO
+            + " whoami')",
+            "m = __import__('os'); m.system('" + SUDO + " whoami')",
+            "m = __import__('subprocess'); m.run(['" + SUDO + "', 'whoami'], shell=True)",
+            "import importlib; mod = importlib.import_module('os'); "
+            "mod.popen('cat ~/.aws/credentials')",
+        ],
+    )
+    def test_dynamic_import_shell_escape_blocked(self, code):
+        assert _is_blocked(code), f"dynamic-import shell escape leaked: {code!r}"
+
+    @pytest.mark.parametrize(
+        "code",
+        [
+            # Legit: importing other modules and calling safe methods.
+            "import importlib; m = importlib.import_module('json'); m.dumps({'a':1})",
+            "__import__('json').dumps({'a': 1})",
+            "from importlib import import_module; pl = import_module('pathlib'); "
+            "pl.Path('/tmp/x').exists()",
+        ],
+    )
+    def test_dynamic_import_legit_allowed(self, code):
+        assert not _is_blocked(code), f"legit dynamic import blocked: {code!r}"
+
+
+class TestFollowup_ProcSelfSymlinkTraversal:
+    """``/proc/<pid>/cwd`` and ``/proc/<pid>/root`` are symlinks to the
+    process cwd and filesystem root. Without explicit detection,
+    ``/proc/self/cwd/../../etc/shadow`` escapes lexical ``..``
+    normalisation, and ``/proc/self/root/etc/shadow`` opens
+    ``/etc/shadow`` regardless of any chroot or relative-path
+    defence."""
+
+    @pytest.mark.parametrize(
+        "cmd",
+        [
+            "cat /proc/self/cwd/../../etc/shadow",
+            "cat /proc/self/root/etc/shadow",
+            "cat /proc/self/root/etc/sudoers",
+            "cat /proc/thread-self/cwd/secret.txt",
+            "cat /proc/1/root/etc/shadow",
+            "cat /proc/1/cwd/secrets.env",
+            "cat /proc/self/task/1/root/etc/shadow",
+        ],
+    )
+    def test_proc_self_symlink_traversal_bash_blocked(self, cmd):
+        assert _find_sensitive_paths(cmd), f"symlink traversal leaked: {cmd!r}"
+
+    @pytest.mark.parametrize(
+        "code",
+        [
+            "open('/proc/self/root/etc/shadow').read()",
+            "open('/proc/self/cwd/../../etc/shadow').read()",
+            "open('/proc/1/root/etc/sudoers')",
+            "import pathlib; pathlib.Path('/proc/self/root/etc/shadow').read_text()",
+            "from pathlib import Path; "
+            "Path('/proc/thread-self/root/etc/shadow').open()",
+        ],
+    )
+    def test_proc_self_symlink_traversal_open_blocked(self, code):
+        assert _is_blocked(code), f"symlink traversal open leaked: {code!r}"
+
+    @pytest.mark.parametrize(
+        "code",
+        [
+            # ``/proc/self/status`` is still useful for legit
+            # introspection (e.g. checking the sandbox PID).
+            "open('/proc/self/status').read()",
+            "open('/proc/self/stat').read()",
+            "open('/proc/cpuinfo').read()",
+            "open('/proc/meminfo').read()",
+        ],
+    )
+    def test_proc_legit_introspection_allowed(self, code):
+        assert not _is_blocked(code), f"legit /proc read blocked: {code!r}"