diff --git a/plugins/glean-core/scripts/session-start.sh b/plugins/glean-core/scripts/session-start.sh
index 026e085..967b0c7 100755
--- a/plugins/glean-core/scripts/session-start.sh
+++ b/plugins/glean-core/scripts/session-start.sh
@@ -26,8 +26,11 @@ output_json() {
   printf '{\n  "systemMessage": "%s"\n}\n' "$escaped"
 }
 
-# Check if any Glean MCP servers are configured
-if node -e "const c=require('$HOME/.claude.json'); process.exit(Object.keys(c.mcpServers||{}).some(k=>k.toLowerCase().includes('glean'))?0:1)" 2>/dev/null; then
+# Check if any Glean MCP servers are configured.
+# Resolve the home directory inside Node via os.homedir() so this works on
+# Windows, where $HOME under Git Bash expands to a Unix-style path
+# (e.g. /c/Users/foo) that Node on Windows cannot require().
+if node -e "const os=require('os'),p=require('path');const c=require(p.join(os.homedir(),'.claude.json'));process.exit(Object.keys(c.mcpServers||{}).some(k=>k.toLowerCase().includes('glean'))?0:1)" 2>/dev/null; then
   exit 0
 else
   output_json "$TEMPLATES_DIR/session-unconfigured.txt"