diff --git a/airbyte-cdk/bulk/toolkits/load-object-storage/src/main/kotlin/io/airbyte/cdk/load/file/object_storage/ObjectStoragePathFactory.kt b/airbyte-cdk/bulk/toolkits/load-object-storage/src/main/kotlin/io/airbyte/cdk/load/file/object_storage/ObjectStoragePathFactory.kt
index abda38adf5e8..33b9e7f3896c 100644
--- a/airbyte-cdk/bulk/toolkits/load-object-storage/src/main/kotlin/io/airbyte/cdk/load/file/object_storage/ObjectStoragePathFactory.kt
+++ b/airbyte-cdk/bulk/toolkits/load-object-storage/src/main/kotlin/io/airbyte/cdk/load/file/object_storage/ObjectStoragePathFactory.kt
@@ -264,9 +264,9 @@ class ObjectStoragePathFactory(
      * * path: "{STREAM_NAME}/foo/" + "{part_number}{format_extension}" => "my_stream/foo/1.json"
      * * path: "{STREAM_NAME}/foo" + "{part_number}{format_extension}" => "my_stream/foo1.json"
      */
-    private fun resolveRetainingTerminalSlash(prefix: String, path: String): String {
-        val asPath = Paths.get(prefix, path)
-        return if (path.endsWith('/')) {
+    private fun resolveRetainingTerminalSlash(prefix: String, suffix: String = ""): String {
+        val asPath = Paths.get(prefix, suffix)
+        return if ("$prefix$suffix".endsWith('/')) {
             "$asPath/"
         } else {
             asPath.toString()
@@ -277,24 +277,28 @@ class ObjectStoragePathFactory(
         stream: DestinationStream,
         substituteStreamAndNamespaceOnly: Boolean
     ): String {
-        return getFormattedPath(
-            stream,
-            if (substituteStreamAndNamespaceOnly) PATH_VARIABLES_STREAM_CONSTANT
-            else PATH_VARIABLES,
-            isStaging = true
-        )
+        val path =
+            getFormattedPath(
+                stream,
+                if (substituteStreamAndNamespaceOnly) PATH_VARIABLES_STREAM_CONSTANT
+                else PATH_VARIABLES,
+                isStaging = true
+            )
+        return resolveRetainingTerminalSlash(path)
     }
 
     override fun getFinalDirectory(
         stream: DestinationStream,
         substituteStreamAndNamespaceOnly: Boolean
     ): String {
-        return getFormattedPath(
-            stream,
-            if (substituteStreamAndNamespaceOnly) PATH_VARIABLES_STREAM_CONSTANT
-            else PATH_VARIABLES,
-            isStaging = false
-        )
+        val path =
+            getFormattedPath(
+                stream,
+                if (substituteStreamAndNamespaceOnly) PATH_VARIABLES_STREAM_CONSTANT
+                else PATH_VARIABLES,
+                isStaging = false
+            )
+        return resolveRetainingTerminalSlash(path)
     }
 
     override fun getLongestStreamConstantPrefix(
@@ -401,7 +405,7 @@ class ObjectStoragePathFactory(
         // NOTE the old code does not actually resolve the path + filename,
         // even tho the documentation says it does.
         val replacedForPathWithEmptyVariablesRemoved =
-            resolveRetainingTerminalSlash("", replacedForPath)
+            resolveRetainingTerminalSlash(replacedForPath)
         val combined = "$replacedForPathWithEmptyVariablesRemoved$replacedForFile"
         val withSuffix =
             if (suffixPattern != null) {
diff --git a/airbyte-cdk/bulk/toolkits/load-object-storage/src/test/kotlin/io/airbyte/cdk/load/file/object_storage/ObjectStoragePathFactoryUTest.kt b/airbyte-cdk/bulk/toolkits/load-object-storage/src/test/kotlin/io/airbyte/cdk/load/file/object_storage/ObjectStoragePathFactoryUTest.kt
index 1666d0729740..c6f804fc2a8c 100644
--- a/airbyte-cdk/bulk/toolkits/load-object-storage/src/test/kotlin/io/airbyte/cdk/load/file/object_storage/ObjectStoragePathFactoryUTest.kt
+++ b/airbyte-cdk/bulk/toolkits/load-object-storage/src/test/kotlin/io/airbyte/cdk/load/file/object_storage/ObjectStoragePathFactoryUTest.kt
@@ -10,6 +10,7 @@ import io.airbyte.cdk.load.command.object_storage.ObjectStoragePathConfiguration
 import io.airbyte.cdk.load.file.TimeProvider
 import io.mockk.every
 import io.mockk.impl.annotations.MockK
+import io.mockk.mockk
 import org.junit.jupiter.api.Assertions.assertEquals
 import org.junit.jupiter.api.Assertions.assertNotNull
 import org.junit.jupiter.api.Assertions.assertNull
@@ -85,4 +86,31 @@ class ObjectStoragePathFactoryUTest {
         assertNotNull(matcher.match("prefix-test/stream/any_filename"))
         assertNotNull(matcher.match("prefix-test/stream/any_filename-foo"))
     }
+
+    @Test
+    fun `test pattern from null namespace`() {
+        every { pathConfigProvider.objectStoragePathConfiguration } returns
+            ObjectStoragePathConfiguration(
+                "prefix",
+                "staging",
+                "\${NAMESPACE}/\${STREAM_NAME}/",
+                "any_filename",
+                true,
+            )
+        val streamWithNullNamespace = mockk<DestinationStream>()
+        every { streamWithNullNamespace.descriptor } returns
+            DestinationStream.Descriptor(null, "stream")
+        val factory = ObjectStoragePathFactory(pathConfigProvider, null, null, timeProvider)
+        assertEquals(
+            "prefix/stream/any_filename",
+            factory.getPathToFile(streamWithNullNamespace, 0L, isStaging = false)
+        )
+        assertEquals(
+            "staging/stream/any_filename",
+            factory.getPathToFile(streamWithNullNamespace, 0L, isStaging = true)
+        )
+
+        val matcher = factory.getPathMatcher(streamWithNullNamespace, "(-foo)?")
+        assertNotNull(matcher.match("prefix/stream/any_filename"))
+    }
 }