diff --git a/headroom/learn/plugins/grok.py b/headroom/learn/plugins/grok.py
index c274dcf29..898466126 100644
--- a/headroom/learn/plugins/grok.py
+++ b/headroom/learn/plugins/grok.py
@@ -58,7 +58,15 @@ class GrokPlugin(LearnPlugin, ConversationScanner):
                 continue
 
             decoded = unquote(workspace_dir.name)
-            project_path = Path(decoded) if decoded.startswith("/") else Path.cwd()
+            # The workspace dir name is a URL-encoded absolute cwd. Use
+            # Path.is_absolute() rather than a `startswith("/")` check so a
+            # Windows drive-letter path (e.g. `C:\Users\...`) is recognised as
+            # absolute instead of silently falling back to cwd (which would
+            # attribute the learnings to the wrong project and miss its
+            # GROK.md/AGENTS.md). Mirrors the Windows-aware path handling in
+            # memory/traffic_learner.py.
+            decoded_path = Path(decoded)
+            project_path = decoded_path if decoded_path.is_absolute() else Path.cwd()
             agents_md = project_path / "AGENTS.md"
             grok_md = project_path / "GROK.md"
 
diff --git a/tests/test_learn_grok_plugin.py b/tests/test_learn_grok_plugin.py
index 3d774b5b7..2bab24cb2 100644
--- a/tests/test_learn_grok_plugin.py
+++ b/tests/test_learn_grok_plugin.py
@@ -1,6 +1,7 @@
 from __future__ import annotations
 
 import json
+import sys
 from pathlib import Path
 
 from headroom.learn.plugins.grok import GrokPlugin
@@ -57,3 +58,26 @@ def test_grok_plugin_scans_tool_calls(tmp_path: Path) -> None:
     assert len(sessions) == 1
     assert len(sessions[0].tool_calls) == 1
     assert sessions[0].tool_calls[0].is_error is True
+
+
+def test_grok_plugin_resolves_absolute_workspace_path(tmp_path: Path) -> None:
+    # The workspace dir name is a URL-encoded absolute cwd. It must resolve to
+    # that path, not fall back to the process cwd. The Windows branch is the
+    # real guard for the fix (a drive-letter path does not start with "/"); the
+    # POSIX branch confirms no regression. Detection uses Path.is_absolute().
+    grok_dir = tmp_path / ".grok"
+    if sys.platform == "win32":
+        workspace = "C%3A%5Cproj%5Capp"
+        expected = Path(r"C:\proj\app")
+    else:
+        workspace = "%2Ftmp%2Fproj%2Fapp"
+        expected = Path("/tmp/proj/app")
+    session_dir = grok_dir / "sessions" / workspace / "session-1"
+    session_dir.mkdir(parents=True)
+    (session_dir / "updates.jsonl").write_text("{}\n", encoding="utf-8")
+
+    plugin = GrokPlugin(grok_dir=grok_dir)
+    projects = plugin.discover_projects()
+
+    assert len(projects) == 1
+    assert projects[0].project_path == expected