diff --git a/src/lib/scheduled-import.test.ts b/src/lib/scheduled-import.test.ts
index b4f4e91d1..ceb2e24cb 100644
--- a/src/lib/scheduled-import.test.ts
+++ b/src/lib/scheduled-import.test.ts
@@ -116,6 +116,27 @@ describe("scheduled import path handling", () => {
     ).toBe(false)
   })
 
+  it("detects Windows project paths case-insensitively", () => {
+    expect(
+      isProjectManagedScheduledImportPath(
+        "C:/Users/Me/Wiki",
+        "c:\\users\\me\\wiki\\raw\\sources",
+      ),
+    ).toBe(true)
+    expect(
+      isProjectManagedScheduledImportPath(
+        "//Server/Share/Wiki",
+        "//server/share/wiki/raw/sources",
+      ),
+    ).toBe(true)
+    expect(
+      isProjectManagedScheduledImportPath(
+        "/Users/Me/Wiki",
+        "/users/me/wiki/raw/sources",
+      ),
+    ).toBe(false)
+  })
+
   it("sanitizes Windows-unsafe destination path segments with a stable suffix", () => {
     const dest = scheduledImportDestinationForFile(
       projectPath,
diff --git a/src/lib/scheduled-import.ts b/src/lib/scheduled-import.ts
index 0844cc5b7..8baf52fb5 100644
--- a/src/lib/scheduled-import.ts
+++ b/src/lib/scheduled-import.ts
@@ -105,8 +105,8 @@ function cloneDb(db: ImportDb): ImportDb {
 }
 
 function isPathInside(path: string, parent: string): boolean {
-  const normalizedPath = normalizePath(path)
-  const normalizedParent = normalizePath(parent).replace(/\/+$/, "")
+  const normalizedPath = dbDirectoryKey(path)
+  const normalizedParent = dbDirectoryKey(parent).replace(/\/+$/, "")
   return (
     normalizedPath === normalizedParent ||
     normalizedPath.startsWith(`${normalizedParent}/`)