diff --git a/db/import_column_family_job.cc b/db/import_column_family_job.cc
index 15af1cf80..e9b53f465 100644
--- a/db/import_column_family_job.cc
+++ b/db/import_column_family_job.cc
@@ -33,7 +33,6 @@ Status ImportColumnFamilyJob::Prepare(uint64_t next_file_number,
     files_to_import_.push_back(file_to_import);
   }
 
-  const auto ucmp = cfd_->internal_comparator().user_comparator();
   auto num_files = files_to_import_.size();
   if (num_files == 0) {
     return Status::InvalidArgument("The list of files is empty");
@@ -55,17 +54,18 @@ Status ImportColumnFamilyJob::Prepare(uint64_t next_file_number,
         }
       }
 
-      std::sort(sorted_files.begin(), sorted_files.end(),
-                [&ucmp](const IngestedFileInfo* info1,
-                        const IngestedFileInfo* info2) {
-                  return sstableKeyCompare(ucmp, info1->smallest_internal_key,
-                                           info2->smallest_internal_key) < 0;
-                });
+      std::sort(
+          sorted_files.begin(), sorted_files.end(),
+          [this](const IngestedFileInfo* info1, const IngestedFileInfo* info2) {
+            return cfd_->internal_comparator().Compare(
+                       info1->smallest_internal_key,
+                       info2->smallest_internal_key) < 0;
+          });
 
       for (size_t i = 0; i < sorted_files.size() - 1; i++) {
-        if (sstableKeyCompare(ucmp, sorted_files[i]->largest_internal_key,
-                              sorted_files[i + 1]->smallest_internal_key) >=
-            0) {
+        if (cfd_->internal_comparator().Compare(
+                sorted_files[i]->largest_internal_key,
+                sorted_files[i + 1]->smallest_internal_key) >= 0) {
           return Status::InvalidArgument("Files have overlapping ranges");
         }
       }
diff --git a/db/import_column_family_test.cc b/db/import_column_family_test.cc
index a25560b7c..0fc4933ec 100644
--- a/db/import_column_family_test.cc
+++ b/db/import_column_family_test.cc
@@ -430,6 +430,68 @@ TEST_F(ImportColumnFamilyTest, ImportExportedSSTFromAnotherDB) {
   test::DestroyDir(env_, dbname_ + "/db_copy");
 }
 
+TEST_F(ImportColumnFamilyTest, LevelFilesOverlappingAtEndpoints) {
+  // Imports a column family containing a level where two files overlap at their
+  // endpoints. "Overlap" means the largest user key in one file is the same as
+  // the smallest user key in the second file.
+  const int kFileBytes = 128 << 10;  // 128KB
+  const int kValueBytes = 1 << 10;   // 1KB
+  const int kNumFiles = 4;
+
+  Options options = CurrentOptions();
+  options.disable_auto_compactions = true;
+  options.num_levels = 2;
+  CreateAndReopenWithCF({"koko"}, options);
+
+  Random rnd(301);
+  // Every key is snapshot protected to ensure older versions will not be
+  // dropped during compaction.
+  std::vector<const Snapshot*> snapshots;
+  snapshots.reserve(kFileBytes / kValueBytes * kNumFiles);
+  for (int i = 0; i < kNumFiles; ++i) {
+    for (int j = 0; j < kFileBytes / kValueBytes; ++j) {
+      auto value = RandomString(&rnd, kValueBytes);
+      ASSERT_OK(Put(1, "key", value));
+      snapshots.push_back(db_->GetSnapshot());
+    }
+    ASSERT_OK(Flush(1));
+  }
+
+  // Compact to create overlapping L1 files.
+  ASSERT_OK(
+      db_->CompactRange(CompactRangeOptions(), handles_[1], nullptr, nullptr));
+  ASSERT_GT(NumTableFilesAtLevel(1, 1), 1);
+
+  Checkpoint* checkpoint;
+  ASSERT_OK(Checkpoint::Create(db_, &checkpoint));
+  ASSERT_OK(checkpoint->ExportColumnFamily(handles_[1], export_files_dir_,
+                                           &metadata_ptr_));
+  ASSERT_NE(metadata_ptr_, nullptr);
+  delete checkpoint;
+
+  // Create a new db and import the files.
+  DB* db_copy;
+  test::DestroyDir(env_, dbname_ + "/db_copy");
+  ASSERT_OK(DB::Open(options, dbname_ + "/db_copy", &db_copy));
+  ColumnFamilyHandle* cfh = nullptr;
+  ASSERT_OK(db_copy->CreateColumnFamilyWithImport(ColumnFamilyOptions(), "yoyo",
+                                                  ImportColumnFamilyOptions(),
+                                                  *metadata_ptr_, &cfh));
+  ASSERT_NE(cfh, nullptr);
+
+  {
+    std::string value;
+    ASSERT_OK(db_copy->Get(ReadOptions(), cfh, "key", &value));
+  }
+  db_copy->DropColumnFamily(cfh);
+  db_copy->DestroyColumnFamilyHandle(cfh);
+  delete db_copy;
+  test::DestroyDir(env_, dbname_ + "/db_copy");
+  for (const Snapshot* snapshot : snapshots) {
+    db_->ReleaseSnapshot(snapshot);
+  }
+}
+
 TEST_F(ImportColumnFamilyTest, ImportColumnFamilyNegativeTest) {
   Options options = CurrentOptions();
   CreateAndReopenWithCF({"koko"}, options);