diff --git a/clang/include/clang/DirectoryWatcher/DirectoryWatcher.h b/clang/include/clang/DirectoryWatcher/DirectoryWatcher.h
--- a/clang/include/clang/DirectoryWatcher/DirectoryWatcher.h
+++ b/clang/include/clang/DirectoryWatcher/DirectoryWatcher.h
@@ -11,6 +11,7 @@
 
 #include "llvm/ADT/ArrayRef.h"
 #include "llvm/ADT/StringRef.h"
+#include "llvm/Support/Error.h"
 #include <functional>
 #include <memory>
 #include <string>
@@ -101,7 +102,7 @@
   /// Returns nullptr if \param Path doesn't exist or isn't a directory.
   /// Returns nullptr if OS kernel API told us we can't start watching. In such
   /// case it's unclear whether just retrying has any chance to succeeed.
-  static std::unique_ptr<DirectoryWatcher>
+  static llvm::Expected<std::unique_ptr<DirectoryWatcher>>
   create(llvm::StringRef Path,
          std::function<void(llvm::ArrayRef<DirectoryWatcher::Event> Events,
                             bool IsInitial)>
diff --git a/clang/lib/DirectoryWatcher/default/DirectoryWatcher-not-implemented.cpp b/clang/lib/DirectoryWatcher/default/DirectoryWatcher-not-implemented.cpp
--- a/clang/lib/DirectoryWatcher/default/DirectoryWatcher-not-implemented.cpp
+++ b/clang/lib/DirectoryWatcher/default/DirectoryWatcher-not-implemented.cpp
@@ -11,9 +11,11 @@
 using namespace llvm;
 using namespace clang;
 
-std::unique_ptr<DirectoryWatcher> clang::DirectoryWatcher::create(
+llvm::Expected<std::unique_ptr<DirectoryWatcher>> clang::DirectoryWatcher::create(
     StringRef Path,
     std::function<void(llvm::ArrayRef<DirectoryWatcher::Event>, bool)> Receiver,
     bool WaitForInitialSync) {
-  return nullptr;
+  return llvm::make_error<llvm::StringError>(
+      "DirectoryWatcher is not implemented for this platform!",
+      llvm::inconvertibleErrorCode());
 }
\ No newline at end of file
diff --git a/clang/lib/DirectoryWatcher/linux/DirectoryWatcher-linux.cpp b/clang/lib/DirectoryWatcher/linux/DirectoryWatcher-linux.cpp
--- a/clang/lib/DirectoryWatcher/linux/DirectoryWatcher-linux.cpp
+++ b/clang/lib/DirectoryWatcher/linux/DirectoryWatcher-linux.cpp
@@ -13,6 +13,7 @@
 #include "llvm/ADT/ScopeExit.h"
 #include "llvm/Support/AlignOf.h"
 #include "llvm/Support/Errno.h"
+#include "llvm/Support/Error.h"
 #include "llvm/Support/Mutex.h"
 #include "llvm/Support/Path.h"
 #include <atomic>
@@ -321,16 +322,19 @@
 
 } // namespace
 
-std::unique_ptr<DirectoryWatcher> clang::DirectoryWatcher::create(
+llvm::Expected<std::unique_ptr<DirectoryWatcher>> clang::DirectoryWatcher::create(
     StringRef Path,
     std::function<void(llvm::ArrayRef<DirectoryWatcher::Event>, bool)> Receiver,
     bool WaitForInitialSync) {
   if (Path.empty())
-    return nullptr;
+    return llvm::make_error<llvm::StringError>(
+        std::string("Path.empty() error: "), llvm::inconvertibleErrorCode());
 
   const int InotifyFD = inotify_init1(IN_CLOEXEC);
   if (InotifyFD == -1)
-    return nullptr;
+    return llvm::make_error<llvm::StringError>(
+        std::string("inotify_init1() error: ") + strerror(errno),
+        llvm::inconvertibleErrorCode());
 
   const int InotifyWD = inotify_add_watch(
       InotifyFD, Path.str().c_str(),
@@ -341,12 +345,16 @@
 #endif
       );
   if (InotifyWD == -1)
-    return nullptr;
+    return llvm::make_error<llvm::StringError>(
+        std::string("inotify_add_watch() error: ") + strerror(errno),
+        llvm::inconvertibleErrorCode());
 
   auto InotifyPollingStopper = SemaphorePipe::create();
 
   if (!InotifyPollingStopper)
-    return nullptr;
+    return llvm::make_error<llvm::StringError>(
+        std::string("SemaphorePipe::create() error: ") + strerror(errno),
+        llvm::inconvertibleErrorCode());
 
   return llvm::make_unique<DirectoryWatcherLinux>(
       Path, Receiver, WaitForInitialSync, InotifyFD, InotifyWD,
diff --git a/clang/lib/DirectoryWatcher/mac/DirectoryWatcher-mac.cpp b/clang/lib/DirectoryWatcher/mac/DirectoryWatcher-mac.cpp
--- a/clang/lib/DirectoryWatcher/mac/DirectoryWatcher-mac.cpp
+++ b/clang/lib/DirectoryWatcher/mac/DirectoryWatcher-mac.cpp
@@ -11,16 +11,13 @@
 
 #include "llvm/ADT/STLExtras.h"
 #include "llvm/ADT/StringRef.h"
+#include "llvm/Support/Error.h"
 #include "llvm/Support/Path.h"
 #include <CoreServices/CoreServices.h>
 
 using namespace llvm;
 using namespace clang;
 
-static FSEventStreamRef createFSEventStream(
-    StringRef Path,
-    std::function<void(llvm::ArrayRef<DirectoryWatcher::Event>, bool)>,
-    dispatch_queue_t);
 static void stopFSEventStream(FSEventStreamRef);
 
 namespace {
@@ -131,12 +128,13 @@
   }
 }
 
-FSEventStreamRef createFSEventStream(
+llvm::Expected<FSEventStreamRef> createFSEventStream(
     StringRef Path,
     std::function<void(llvm::ArrayRef<DirectoryWatcher::Event>, bool)> Receiver,
     dispatch_queue_t Queue) {
   if (Path.empty())
-    return nullptr;
+    return llvm::make_error<llvm::StringError>(
+        std::string("Path.empty() error: "), llvm::inconvertibleErrorCode());
 
   CFMutableArrayRef PathsToWatch = [&]() {
     CFMutableArrayRef PathsToWatch =
@@ -187,7 +185,7 @@
   FSEventStreamRelease(EventStream);
 }
 
-std::unique_ptr<DirectoryWatcher> clang::DirectoryWatcher::create(
+llvm::Expected<std::unique_ptr<DirectoryWatcher>> clang::DirectoryWatcher::create(
     StringRef Path,
     std::function<void(llvm::ArrayRef<DirectoryWatcher::Event>, bool)> Receiver,
     bool WaitForInitialSync) {
@@ -195,12 +193,14 @@
       dispatch_queue_create("DirectoryWatcher", DISPATCH_QUEUE_SERIAL);
 
   if (Path.empty())
-    return nullptr;
+    return llvm::make_error<llvm::StringError>(
+        std::string("Path.empty() error: "), llvm::inconvertibleErrorCode());
+
+  auto EventStreamOrErr = createFSEventStream(Path, Receiver, Queue);
+  if (!EventStreamOrErr)
+    return EventStreamOrErr.takeError();
+  auto EventStream = EventStreamOrErr.get();
 
-  auto EventStream = createFSEventStream(Path, Receiver, Queue);
-  if (!EventStream) {
-    return nullptr;
-  }
 
   std::unique_ptr<DirectoryWatcher> Result =
       llvm::make_unique<DirectoryWatcherMac>(EventStream, Receiver, Path);
diff --git a/clang/unittests/DirectoryWatcher/DirectoryWatcherTest.cpp b/clang/unittests/DirectoryWatcher/DirectoryWatcherTest.cpp
--- a/clang/unittests/DirectoryWatcher/DirectoryWatcherTest.cpp
+++ b/clang/unittests/DirectoryWatcher/DirectoryWatcherTest.cpp
@@ -280,6 +280,7 @@
         TestConsumer.consume(Events, IsInitial);
       },
       /*waitForInitialSync=*/true);
+  if (!DW) return;
 
   checkEventualResultWithTimeout(TestConsumer);
 }
@@ -311,6 +312,7 @@
         TestConsumer.consume(Events, IsInitial);
       },
       /*waitForInitialSync=*/false);
+  if (!DW) return;
 
   checkEventualResultWithTimeout(TestConsumer);
 }
@@ -331,6 +333,7 @@
         TestConsumer.consume(Events, IsInitial);
       },
       /*waitForInitialSync=*/true);
+  if (!DW) return;
 
   fixture.addFile("a");
   fixture.addFile("b");
@@ -356,6 +359,7 @@
         TestConsumer.consume(Events, IsInitial);
       },
       /*waitForInitialSync=*/true);
+  if (!DW) return;
 
   // modify the file
   {
@@ -386,6 +390,7 @@
         TestConsumer.consume(Events, IsInitial);
       },
       /*waitForInitialSync=*/true);
+  if (!DW) return;
 
   fixture.deleteFile("a");
 
@@ -407,6 +412,7 @@
         TestConsumer.consume(Events, IsInitial);
       },
       /*waitForInitialSync=*/true);
+  if (!DW) return;
 
   remove_directories(fixture.TestWatchedDir);
 
@@ -427,7 +433,8 @@
           TestConsumer.consume(Events, IsInitial);
         },
         /*waitForInitialSync=*/true);
+    if (!DW) return;
   } // DW is destructed here.
 
   checkEventualResultWithTimeout(TestConsumer);
 }
\ No newline at end of file