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diff --git a/spec/lib/gitlab/background_migration/populate_untracked_uploads_dependencies/untracked_file_spec.rb b/spec/lib/gitlab/background_migration/populate_untracked_uploads_dependencies/untracked_file_spec.rb
new file mode 100644
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+++ b/spec/lib/gitlab/background_migration/populate_untracked_uploads_dependencies/untracked_file_spec.rb
@@ -0,0 +1,262 @@
+require 'spec_helper'
+
+# Rollback DB to 10.5 (later than this was originally written for) because it still needs to work.
+describe Gitlab::BackgroundMigration::PopulateUntrackedUploadsDependencies::UntrackedFile, :migration, schema: 20180208183958 do
+  include MigrationsHelpers::TrackUntrackedUploadsHelpers
+
+  let!(:appearances) { table(:appearances) }
+  let!(:namespaces) { table(:namespaces) }
+  let!(:projects) { table(:projects) }
+  let!(:routes) { table(:routes) }
+  let!(:uploads) { table(:uploads) }
+
+  before(:all) do
+    ensure_temporary_tracking_table_exists
+  end
+
+  describe '#upload_path' do
+    def assert_upload_path(file_path, expected_upload_path)
+      untracked_file = create_untracked_file(file_path)
+
+      expect(untracked_file.upload_path).to eq(expected_upload_path)
+    end
+
+    context 'for an appearance logo file path' do
+      it 'returns the file path relative to the CarrierWave root' do
+        assert_upload_path('/-/system/appearance/logo/1/some_logo.jpg', 'uploads/-/system/appearance/logo/1/some_logo.jpg')
+      end
+    end
+
+    context 'for an appearance header_logo file path' do
+      it 'returns the file path relative to the CarrierWave root' do
+        assert_upload_path('/-/system/appearance/header_logo/1/some_logo.jpg', 'uploads/-/system/appearance/header_logo/1/some_logo.jpg')
+      end
+    end
+
+    context 'for a pre-Markdown Note attachment file path' do
+      it 'returns the file path relative to the CarrierWave root' do
+        assert_upload_path('/-/system/note/attachment/1234/some_attachment.pdf', 'uploads/-/system/note/attachment/1234/some_attachment.pdf')
+      end
+    end
+
+    context 'for a user avatar file path' do
+      it 'returns the file path relative to the CarrierWave root' do
+        assert_upload_path('/-/system/user/avatar/1234/avatar.jpg', 'uploads/-/system/user/avatar/1234/avatar.jpg')
+      end
+    end
+
+    context 'for a group avatar file path' do
+      it 'returns the file path relative to the CarrierWave root' do
+        assert_upload_path('/-/system/group/avatar/1234/avatar.jpg', 'uploads/-/system/group/avatar/1234/avatar.jpg')
+      end
+    end
+
+    context 'for a project avatar file path' do
+      it 'returns the file path relative to the CarrierWave root' do
+        assert_upload_path('/-/system/project/avatar/1234/avatar.jpg', 'uploads/-/system/project/avatar/1234/avatar.jpg')
+      end
+    end
+
+    context 'for a project Markdown attachment (notes, issues, MR descriptions) file path' do
+      it 'returns the file path relative to the project directory in uploads' do
+        project = create_project
+        random_hex = SecureRandom.hex
+
+        assert_upload_path("/#{get_full_path(project)}/#{random_hex}/Some file.jpg", "#{random_hex}/Some file.jpg")
+      end
+    end
+  end
+
+  describe '#uploader' do
+    def assert_uploader(file_path, expected_uploader)
+      untracked_file = create_untracked_file(file_path)
+
+      expect(untracked_file.uploader).to eq(expected_uploader)
+    end
+
+    context 'for an appearance logo file path' do
+      it 'returns AttachmentUploader as a string' do
+        assert_uploader('/-/system/appearance/logo/1/some_logo.jpg', 'AttachmentUploader')
+      end
+    end
+
+    context 'for an appearance header_logo file path' do
+      it 'returns AttachmentUploader as a string' do
+        assert_uploader('/-/system/appearance/header_logo/1/some_logo.jpg', 'AttachmentUploader')
+      end
+    end
+
+    context 'for a pre-Markdown Note attachment file path' do
+      it 'returns AttachmentUploader as a string' do
+        assert_uploader('/-/system/note/attachment/1234/some_attachment.pdf', 'AttachmentUploader')
+      end
+    end
+
+    context 'for a user avatar file path' do
+      it 'returns AvatarUploader as a string' do
+        assert_uploader('/-/system/user/avatar/1234/avatar.jpg', 'AvatarUploader')
+      end
+    end
+
+    context 'for a group avatar file path' do
+      it 'returns AvatarUploader as a string' do
+        assert_uploader('/-/system/group/avatar/1234/avatar.jpg', 'AvatarUploader')
+      end
+    end
+
+    context 'for a project avatar file path' do
+      it 'returns AvatarUploader as a string' do
+        assert_uploader('/-/system/project/avatar/1234/avatar.jpg', 'AvatarUploader')
+      end
+    end
+
+    context 'for a project Markdown attachment (notes, issues, MR descriptions) file path' do
+      it 'returns FileUploader as a string' do
+        project = create_project
+
+        assert_uploader("/#{get_full_path(project)}/#{SecureRandom.hex}/Some file.jpg", 'FileUploader')
+      end
+    end
+  end
+
+  describe '#model_type' do
+    def assert_model_type(file_path, expected_model_type)
+      untracked_file = create_untracked_file(file_path)
+
+      expect(untracked_file.model_type).to eq(expected_model_type)
+    end
+
+    context 'for an appearance logo file path' do
+      it 'returns Appearance as a string' do
+        assert_model_type('/-/system/appearance/logo/1/some_logo.jpg', 'Appearance')
+      end
+    end
+
+    context 'for an appearance header_logo file path' do
+      it 'returns Appearance as a string' do
+        assert_model_type('/-/system/appearance/header_logo/1/some_logo.jpg', 'Appearance')
+      end
+    end
+
+    context 'for a pre-Markdown Note attachment file path' do
+      it 'returns Note as a string' do
+        assert_model_type('/-/system/note/attachment/1234/some_attachment.pdf', 'Note')
+      end
+    end
+
+    context 'for a user avatar file path' do
+      it 'returns User as a string' do
+        assert_model_type('/-/system/user/avatar/1234/avatar.jpg', 'User')
+      end
+    end
+
+    context 'for a group avatar file path' do
+      it 'returns Namespace as a string' do
+        assert_model_type('/-/system/group/avatar/1234/avatar.jpg', 'Namespace')
+      end
+    end
+
+    context 'for a project avatar file path' do
+      it 'returns Project as a string' do
+        assert_model_type('/-/system/project/avatar/1234/avatar.jpg', 'Project')
+      end
+    end
+
+    context 'for a project Markdown attachment (notes, issues, MR descriptions) file path' do
+      it 'returns Project as a string' do
+        project = create_project
+
+        assert_model_type("/#{get_full_path(project)}/#{SecureRandom.hex}/Some file.jpg", 'Project')
+      end
+    end
+  end
+
+  describe '#model_id' do
+    def assert_model_id(file_path, expected_model_id)
+      untracked_file = create_untracked_file(file_path)
+
+      expect(untracked_file.model_id).to eq(expected_model_id)
+    end
+
+    context 'for an appearance logo file path' do
+      it 'returns the ID as a string' do
+        assert_model_id('/-/system/appearance/logo/1/some_logo.jpg', 1)
+      end
+    end
+
+    context 'for an appearance header_logo file path' do
+      it 'returns the ID as a string' do
+        assert_model_id('/-/system/appearance/header_logo/1/some_logo.jpg', 1)
+      end
+    end
+
+    context 'for a pre-Markdown Note attachment file path' do
+      it 'returns the ID as a string' do
+        assert_model_id('/-/system/note/attachment/1234/some_attachment.pdf', 1234)
+      end
+    end
+
+    context 'for a user avatar file path' do
+      it 'returns the ID as a string' do
+        assert_model_id('/-/system/user/avatar/1234/avatar.jpg', 1234)
+      end
+    end
+
+    context 'for a group avatar file path' do
+      it 'returns the ID as a string' do
+        assert_model_id('/-/system/group/avatar/1234/avatar.jpg', 1234)
+      end
+    end
+
+    context 'for a project avatar file path' do
+      it 'returns the ID as a string' do
+        assert_model_id('/-/system/project/avatar/1234/avatar.jpg', 1234)
+      end
+    end
+
+    context 'for a project Markdown attachment (notes, issues, MR descriptions) file path' do
+      it 'returns the ID as a string' do
+        project = create_project
+
+        assert_model_id("/#{get_full_path(project)}/#{SecureRandom.hex}/Some file.jpg", project.id)
+      end
+    end
+  end
+
+  describe '#file_size' do
+    context 'for an appearance logo file path' do
+      let(:appearance) { create_or_update_appearance(logo: true) }
+      let(:untracked_file) { described_class.create!(path: get_uploads(appearance, 'Appearance').first.path) }
+
+      it 'returns the file size' do
+        expect(untracked_file.file_size).to eq(1062)
+      end
+    end
+
+    context 'for a project avatar file path' do
+      let(:project) { create_project(avatar: true) }
+      let(:untracked_file) { described_class.create!(path: get_uploads(project, 'Project').first.path) }
+
+      it 'returns the file size' do
+        expect(untracked_file.file_size).to eq(1062)
+      end
+    end
+
+    context 'for a project Markdown attachment (notes, issues, MR descriptions) file path' do
+      let(:project) { create_project }
+      let(:untracked_file) { create_untracked_file("/#{get_full_path(project)}/#{get_uploads(project, 'Project').first.path}") }
+
+      before do
+        add_markdown_attachment(project)
+      end
+
+      it 'returns the file size' do
+        expect(untracked_file.file_size).to eq(1062)
+      end
+    end
+  end
+
+  def create_untracked_file(path_relative_to_upload_dir)
+    described_class.create!(path: "#{Gitlab::BackgroundMigration::PrepareUntrackedUploads::RELATIVE_UPLOAD_DIR}#{path_relative_to_upload_dir}")
+  end
+end