diff --git a/graphify/cli.py b/graphify/cli.py
index 774034220..41f455882 100644
--- a/graphify/cli.py
+++ b/graphify/cli.py
@@ -444,11 +444,18 @@ def _run_hook_guard(kind: str, strict: bool = False) -> None:
     try:
         if kind == "search":
             cmd_str = str(t.get("command", "") or "")
-            # Same set the old `case` matched: *grep*, *ripgrep*, and rg/find/fd/
+            # Two input shapes reach this guard (matcher "Bash|Grep", #1986):
+            # the Bash tool carries `command`, while Claude Code's dedicated
+            # Grep tool carries `pattern` (plus optional path/glob) and no
+            # command — a Grep call IS a content search by definition, so it
+            # nudges whenever a graph exists. For Bash, keep matching the same
+            # set the old `case` matched: *grep*, *ripgrep*, and rg/find/fd/
             # ack/ag as a token (name followed by a space). Nudge-only, even in
             # strict mode — see the docstring.
-            if any(tok in cmd_str for tok in ("grep", "ripgrep", "rg ", "find ", "fd ", "ack ", "ag ")) \
-                    and out_path("graph.json").is_file():
+            is_grep_tool = not cmd_str and bool(t.get("pattern"))
+            is_bash_search = any(tok in cmd_str for tok in (
+                "grep", "ripgrep", "rg ", "find ", "fd ", "ack ", "ag "))
+            if (is_grep_tool or is_bash_search) and out_path("graph.json").is_file():
                 sys.stdout.write(_SEARCH_NUDGE)
         elif kind == "read":
             vals = [str(t.get("file_path") or ""), str(t.get("pattern") or ""), str(t.get("path") or "")]
diff --git a/graphify/install.py b/graphify/install.py
index c0afe97fe..e2b3a5cdb 100644
--- a/graphify/install.py
+++ b/graphify/install.py
@@ -290,9 +290,12 @@ def _claude_pretooluse_hooks(strict: bool = False) -> "list[dict]":
 
     The command invokes `graphify hook-guard <search|read>` via the absolute exe
     path (`_resolve_graphify_exe`), so it parses under sh, cmd.exe and PowerShell
-    alike — this is the #522 fix, and mirrors the codex hook. Matchers stay "Bash"
-    and "Read|Glob" and the command always contains "graphify", so the existing
-    install/uninstall filters find and replace both old bash hooks and these.
+    alike — this is the #522 fix, and mirrors the codex hook. Matchers are
+    "Bash|Grep" and "Read|Glob" and the command always contains "graphify", so the
+    existing install/uninstall filters find and replace both old bash hooks and
+    these. "Grep" is in the search matcher because current Claude Code routes
+    content search through its dedicated Grep tool, not Bash (#1986) — a
+    Bash-only matcher never fired on the agent's primary search path.
 
     When ``strict`` is set, the read hook carries ``--strict`` so it blocks the
     first raw read per session (Claude Code only). The ``GRAPHIFY_HOOK_STRICT`` env
@@ -303,7 +306,7 @@ def _claude_pretooluse_hooks(strict: bool = False) -> "list[dict]":
         exe = f'"{exe}"'
     read_cmd = f"{exe} hook-guard read" + (" --strict" if strict else "")
     return [
-        {"matcher": "Bash",
+        {"matcher": "Bash|Grep",
          "hooks": [{"type": "command", "command": f"{exe} hook-guard search"}]},
         {"matcher": "Read|Glob",
          "hooks": [{"type": "command", "command": read_cmd}]},
@@ -1645,11 +1648,11 @@ def _install_claude_hook(project_dir: Path, strict: bool = False) -> None:
     hooks = settings.setdefault("hooks", {})
     pre_tool = hooks.setdefault("PreToolUse", [])
 
-    hooks["PreToolUse"] = [h for h in pre_tool if not (h.get("matcher") in ("Glob|Grep", "Bash", "Read|Glob") and "graphify" in str(h))]
+    hooks["PreToolUse"] = [h for h in pre_tool if not (h.get("matcher") in ("Glob|Grep", "Bash", "Bash|Grep", "Read|Glob") and "graphify" in str(h))]
     hooks["PreToolUse"].extend(_claude_pretooluse_hooks(strict=strict))
     settings_path.write_text(json.dumps(settings, indent=2), encoding="utf-8")
     _mode = " (strict)" if strict else ""
-    print(f"  .claude/settings.json  ->  PreToolUse hooks registered (Bash search + Read/Glob){_mode}")
+    print(f"  .claude/settings.json  ->  PreToolUse hooks registered (Bash|Grep search + Read/Glob){_mode}")
 def _uninstall_claude_hook(project_dir: Path) -> None:
     """Remove the graphify PreToolUse hook from .claude/settings.json and its
     local-only sibling .claude/settings.local.json.
@@ -1669,7 +1672,7 @@ def _strip_graphify_hook(settings_path: Path) -> None:
     except json.JSONDecodeError:
         return
     pre_tool = settings.get("hooks", {}).get("PreToolUse", [])
-    filtered = [h for h in pre_tool if not (h.get("matcher") in ("Glob|Grep", "Bash", "Read|Glob") and "graphify" in str(h))]
+    filtered = [h for h in pre_tool if not (h.get("matcher") in ("Glob|Grep", "Bash", "Bash|Grep", "Read|Glob") and "graphify" in str(h))]
     if len(filtered) == len(pre_tool):
         return
     settings["hooks"]["PreToolUse"] = filtered
@@ -1820,7 +1823,7 @@ def _install_codebuddy_hook(project_dir: Path) -> None:
     hooks = settings.setdefault("hooks", {})
     pre_tool = hooks.setdefault("PreToolUse", [])
 
-    hooks["PreToolUse"] = [h for h in pre_tool if not (h.get("matcher") in ("Glob|Grep", "Bash", "Read|Glob") and "graphify" in str(h))]
+    hooks["PreToolUse"] = [h for h in pre_tool if not (h.get("matcher") in ("Glob|Grep", "Bash", "Bash|Grep", "Read|Glob") and "graphify" in str(h))]
     hooks["PreToolUse"].extend(_claude_pretooluse_hooks())
     settings_path.write_text(json.dumps(settings, indent=2), encoding="utf-8")
     print(f"  .codebuddy/settings.json  ->  PreToolUse hooks registered")
@@ -1834,7 +1837,7 @@ def _uninstall_codebuddy_hook(project_dir: Path) -> None:
     except json.JSONDecodeError:
         return
     pre_tool = settings.get("hooks", {}).get("PreToolUse", [])
-    filtered = [h for h in pre_tool if not (h.get("matcher") in ("Glob|Grep", "Bash", "Read|Glob") and "graphify" in str(h))]
+    filtered = [h for h in pre_tool if not (h.get("matcher") in ("Glob|Grep", "Bash", "Bash|Grep", "Read|Glob") and "graphify" in str(h))]
     if len(filtered) == len(pre_tool):
         return
     settings["hooks"]["PreToolUse"] = filtered
diff --git a/tests/test_claude_md.py b/tests/test_claude_md.py
index 55b13e5ee..cac794083 100644
--- a/tests/test_claude_md.py
+++ b/tests/test_claude_md.py
@@ -109,7 +109,7 @@ def test_install_creates_settings_json(tmp_path):
     assert settings_path.exists()
     settings = json.loads(settings_path.read_text())
     hooks = settings.get("hooks", {}).get("PreToolUse", [])
-    assert any(h.get("matcher") == "Bash" for h in hooks)
+    assert any(h.get("matcher") == "Bash|Grep" for h in hooks)
 
 
 def test_install_settings_json_idempotent(tmp_path):
@@ -120,7 +120,7 @@ def test_install_settings_json_idempotent(tmp_path):
     settings_path = tmp_path / ".claude" / "settings.json"
     settings = json.loads(settings_path.read_text())
     hooks = settings.get("hooks", {}).get("PreToolUse", [])
-    bash_hooks = [h for h in hooks if h.get("matcher") == "Bash" and "graphify" in str(h)]
+    bash_hooks = [h for h in hooks if h.get("matcher") == "Bash|Grep" and "graphify" in str(h)]
     assert len(bash_hooks) == 1
 
 
@@ -133,7 +133,7 @@ def test_uninstall_removes_settings_hook(tmp_path):
     if settings_path.exists():
         settings = json.loads(settings_path.read_text())
         hooks = settings.get("hooks", {}).get("PreToolUse", [])
-        assert not any(h.get("matcher") == "Bash" and "graphify" in str(h) for h in hooks)
+        assert not any(h.get("matcher") == "Bash|Grep" and "graphify" in str(h) for h in hooks)
 
 
 # ---------------------------------------------------------------------------
diff --git a/tests/test_codebuddy.py b/tests/test_codebuddy.py
index a4850105f..62a7e6c02 100644
--- a/tests/test_codebuddy.py
+++ b/tests/test_codebuddy.py
@@ -98,7 +98,7 @@ def test_codebuddy_install_hook_has_bash_matcher(tmp_path):
     codebuddy_install(tmp_path)
     settings = json.loads(_settings_path(tmp_path).read_text())
     hooks = settings["hooks"]["PreToolUse"]
-    bash_hooks = [h for h in hooks if h.get("matcher") == "Bash"]
+    bash_hooks = [h for h in hooks if h.get("matcher") == "Bash|Grep"]
     assert any("graphify" in str(h) for h in bash_hooks)
 
 
diff --git a/tests/test_hook_strict.py b/tests/test_hook_strict.py
index 1d18dd844..1b34d13f9 100644
--- a/tests/test_hook_strict.py
+++ b/tests/test_hook_strict.py
@@ -199,4 +199,4 @@ def test_install_hook_carries_strict_flag():
     assert read_strict.endswith("hook-guard read --strict")
     # search hook is unchanged either way
     for hooks in (soft, strict):
-        assert next(h for h in hooks if h["matcher"] == "Bash")["hooks"][0]["command"].endswith("hook-guard search")
+        assert next(h for h in hooks if h["matcher"] == "Bash|Grep")["hooks"][0]["command"].endswith("hook-guard search")
diff --git a/tests/test_install.py b/tests/test_install.py
index b1bcaa780..97e08d1f8 100644
--- a/tests/test_install.py
+++ b/tests/test_install.py
@@ -367,7 +367,7 @@ def test_claude_hook_is_shell_agnostic(tmp_path):
     _install_claude_hook(tmp_path)
     hooks = _json.loads((tmp_path / ".claude" / "settings.json").read_text())["hooks"]["PreToolUse"]
     matchers = {h["matcher"] for h in hooks}
-    assert {"Bash", "Read|Glob"} <= matchers
+    assert {"Bash|Grep", "Read|Glob"} <= matchers  # Grep in the search matcher: #1986
     for h in hooks:
         cmd = h["hooks"][0]["command"]
         for token in ("$(", "case ", "[ -f", "&&", "||", ";;", "echo '"):
diff --git a/tests/test_search_hook.py b/tests/test_search_hook.py
index bcca886c4..93c492375 100644
--- a/tests/test_search_hook.py
+++ b/tests/test_search_hook.py
@@ -15,7 +15,7 @@ from graphify.__main__ import _claude_pretooluse_hooks
 
 def _search_matcher():
     hooks = _claude_pretooluse_hooks()
-    return next(h for h in hooks if h["matcher"] == "Bash")
+    return next(h for h in hooks if h["matcher"] == "Bash|Grep")
 
 
 def _env():
@@ -35,8 +35,22 @@ def _run(command, cwd, *, graph: bool):
     )
 
 
-def test_matcher_targets_bash():
-    assert _search_matcher()["matcher"] == "Bash"
+def _run_grep_tool(tool_input, cwd, *, graph: bool):
+    """Feed a Grep-tool-shaped payload (pattern/path/glob, no command) to the guard."""
+    if graph:
+        (cwd / "graphify-out").mkdir(parents=True, exist_ok=True)
+        (cwd / "graphify-out" / "graph.json").write_text("{}", encoding="utf-8")
+    stdin = json.dumps({"tool_name": "Grep", "tool_input": tool_input})
+    return subprocess.run(
+        [sys.executable, "-m", "graphify", "hook-guard", "search"],
+        input=stdin, capture_output=True, text=True, cwd=cwd, env=_env(),
+    )
+
+
+def test_matcher_targets_bash_and_grep():
+    # #1986: content search goes through Claude Code's dedicated Grep tool, so
+    # the matcher must cover it alongside Bash.
+    assert _search_matcher()["matcher"] == "Bash|Grep"
 
 
 def test_hook_command_has_no_backslashes(monkeypatch):
@@ -121,3 +135,51 @@ def test_honors_graphify_out_override(tmp_path):
         input=stdin, capture_output=True, text=True, cwd=tmp_path, env=env,
     )
     assert "graphify query" in r.stdout
+
+
+# ---------------------------------------------------------------------------
+# #1986: the dedicated Grep tool (pattern/path/glob, no command) must nudge too
+# ---------------------------------------------------------------------------
+
+
+def test_grep_tool_input_nudges_with_graph(tmp_path):
+    for tool_input in (
+        {"pattern": "extract_corpus", "path": "."},
+        {"pattern": "TODO"},
+        {"pattern": "def main", "glob": "*.py"},
+        {"pattern": "foo", "path": "src/", "glob": "**/*.ts"},
+    ):
+        out = _run_grep_tool(tool_input, tmp_path, graph=True).stdout
+        assert "graphify query" in out, f"Grep input {tool_input!r} should nudge"
+
+
+def test_grep_tool_input_silent_without_graph(tmp_path):
+    out = _run_grep_tool({"pattern": "foo", "path": "."}, tmp_path, graph=False).stdout
+    assert out.strip() == ""
+
+
+def test_grep_tool_nudge_is_valid_pretooluse_json(tmp_path):
+    out = _run_grep_tool({"pattern": "foo", "path": "."}, tmp_path, graph=True).stdout
+    payload = json.loads(out)
+    assert payload["hookSpecificOutput"]["hookEventName"] == "PreToolUse"
+    assert "graphify query" in payload["hookSpecificOutput"]["additionalContext"]
+
+
+def test_grep_tool_never_blocks(tmp_path):
+    r = _run_grep_tool({"pattern": "foo", "path": "."}, tmp_path, graph=True)
+    assert r.returncode == 0
+    assert '"permissionDecision"' not in r.stdout
+    assert '"deny"' not in r.stdout
+
+
+def test_bash_non_search_with_stray_pattern_key_does_not_nudge(tmp_path):
+    """A Bash tool_input carries `command`; the Grep-shape detection must not
+    fire when a command is present but is not a search."""
+    (tmp_path / "graphify-out").mkdir(parents=True, exist_ok=True)
+    (tmp_path / "graphify-out" / "graph.json").write_text("{}", encoding="utf-8")
+    stdin = json.dumps({"tool_input": {"command": "ls -la", "pattern": "x"}})
+    r = subprocess.run(
+        [sys.executable, "-m", "graphify", "hook-guard", "search"],
+        input=stdin, capture_output=True, text=True, cwd=tmp_path, env=_env(),
+    )
+    assert r.stdout.strip() == ""