package service

import (
	"context"
	"encoding/json"
	"mime/multipart"
	"net/http"
	"net/http/httptest"
	"os"
	"path/filepath"
	"strings"
	"testing"
	"time"

	"github.com/gin-gonic/gin"
	"github.com/stretchr/testify/assert"
	"github.com/stretchr/testify/require"
	"gorm.io/driver/sqlite"
	"gorm.io/gorm"
	"gorm.io/gorm/logger"

	"github.com/gochat/gochat/internal/config"
	"github.com/gochat/gochat/internal/model"
	"github.com/gochat/gochat/internal/repository"
	"github.com/gochat/gochat/internal/security"
)

var (
	testPNG = []byte{0x89, 'P', 'N', 'G', '\r', '\n', 0x1a, '\n', 0, 0, 0, 0}
	testMP3 = []byte{'I', 'D', '3', 4, 0, 0, 0, 0, 0, 0}
)

// --- MIME detection helper tests ---

func TestDetectUploadMIMEFromFilename(t *testing.T) {
	tests := []struct {
		filename string
		want     string
	}{
		{"photo.png", "image/png"},
		{"photo.jpg", "image/jpeg"},
		{"photo.jpeg", "image/jpeg"},
		{"anim.gif", "image/gif"},
		{"modern.webp", "image/webp"},
		{"icon.svg", "image/svg+xml"},
		{"song.mp3", "audio/mpeg"},
		{"audio.ogg", "audio/ogg"},
		{"sound.wav", "audio/wav"},
		{"clip.webm", "audio/webm"},
		{"video.mp4", "video/mp4"},
		{"doc.pdf", "application/pdf"},
		{"data.csv", "text/csv"},
		{"readme.txt", "text/plain"},
		{"sheet.xls", "application/vnd.ms-excel"},
		{"sheet.xlsx", "application/vnd.openxmlformats-officedocument.spreadsheetml.sheet"},
		{"letter.doc", "application/msword"},
		{"letter.docx", "application/vnd.openxmlformats-officedocument.wordprocessingml.document"},
		{"unknown.xyz", "application/octet-stream"},
		{"noext", "application/octet-stream"},
	}

	for _, tt := range tests {
		t.Run(tt.filename, func(t *testing.T) {
			got := detectUploadMIMEFromFilename(tt.filename)
			assert.Equal(t, tt.want, got)
		})
	}
}

func TestCategorizeUploadMIME(t *testing.T) {
	tests := []struct {
		mimeType string
		want     string
	}{
		{"image/png", "image"},
		{"image/jpeg", "image"},
		{"image/gif", "image"},
		{"audio/mpeg", "audio"},
		{"audio/ogg", "audio"},
		{"video/mp4", "video"},
		{"application/pdf", "file"},
		{"text/csv", "file"},
		{"text/plain", "file"},
		{"application/octet-stream", ""}, // unsupported category
		{"application/zip", ""},          // unsupported
	}

	for _, tt := range tests {
		t.Run(tt.mimeType, func(t *testing.T) {
			got := categorizeUploadMIME(tt.mimeType)
			assert.Equal(t, tt.want, got)
		})
	}
}

func TestIsUploadMIMEAllowed(t *testing.T) {
	// Allowed MIME types per category
	assert.True(t, isUploadMIMEAllowed("image", "image/png"))
	assert.True(t, isUploadMIMEAllowed("image", "image/jpeg"))
	assert.True(t, isUploadMIMEAllowed("image", "image/gif"))
	assert.True(t, isUploadMIMEAllowed("audio", "audio/mpeg"))
	assert.True(t, isUploadMIMEAllowed("audio", "audio/ogg"))
	assert.True(t, isUploadMIMEAllowed("video", "video/mp4"))
	assert.True(t, isUploadMIMEAllowed("file", "application/pdf"))
	assert.True(t, isUploadMIMEAllowed("file", "text/csv"))
	assert.False(t, isUploadMIMEAllowed("file", "application/octet-stream"))

	// Disallowed MIME types
	assert.False(t, isUploadMIMEAllowed("image", "audio/mpeg"))  // wrong category
	assert.False(t, isUploadMIMEAllowed("video", "image/png"))   // wrong category
	assert.False(t, isUploadMIMEAllowed("unknown", "image/png")) // unknown category
}

// --- Service integration tests using SQLite ---

func setupUploadServiceTest(t *testing.T) (*gorm.DB, *UploadService, string) {
	t.Helper()

	db, err := gorm.Open(sqlite.Open("file::memory:"), &gorm.Config{
		Logger: logger.Default.LogMode(logger.Silent),
	})
	require.NoError(t, err, "failed to open test DB")

	require.NoError(t, db.AutoMigrate(&model.Account{}, &model.Inbox{}, &model.Contact{}, &model.ContactInbox{}, &model.DirectUpload{}), "failed to auto-migrate upload models")
	account := &model.Account{Name: "Upload Test", Status: "active"}
	require.NoError(t, db.Create(account).Error)
	inbox := &model.Inbox{AccountID: account.ID, Name: "Upload Inbox", ChannelType: "web_widget", ChannelConfig: `{"website_token":"test-website"}`, Enabled: true}
	require.NoError(t, db.Create(inbox).Error)
	contact := &model.Contact{AccountID: account.ID, Name: "Upload Contact"}
	require.NoError(t, db.Create(contact).Error)
	require.NoError(t, db.Create(&model.ContactInbox{ContactID: contact.ID, InboxID: inbox.ID, PubsubToken: "test-widget"}).Error)

	t.Cleanup(func() {
		sqlDB, _ := db.DB()
		sqlDB.Close()
	})

	// Create temp directory for file storage
	tmpDir := t.TempDir()

	cfg := &config.Config{
		Storage: config.StorageConfig{
			Provider:    "local",
			LocalPath:   tmpDir,
			MaxFileSize: 20 * 1024 * 1024, // 20MB
		},
	}

	directUploadRepo := repository.NewDirectUploadRepo(db)
	uploadService := NewUploadService(directUploadRepo, cfg).
		WithWidgetAuth(repository.NewInboxRepo(db), repository.NewContactInboxRepo(db)).
		WithAccessDB(db)

	return db, uploadService, tmpDir
}

// createTestFileHeader builds a real *multipart.FileHeader from content.
// It constructs a real HTTP multipart request, parses it, and extracts the FileHeader.
func createTestFileHeader(t *testing.T, filename string, content []byte) *multipart.FileHeader {
	t.Helper()

	body := &strings.Builder{}
	writer := multipart.NewWriter(body)
	part, err := writer.CreateFormFile("file", filename)
	require.NoError(t, err, "CreateFormFile failed")
	_, err = part.Write(content)
	require.NoError(t, err, "write content failed")
	require.NoError(t, writer.Close(), "close multipart writer failed")

	req, err := http.NewRequest("POST", "/", strings.NewReader(body.String()))
	require.NoError(t, err, "create request failed")
	req.Header.Set("Content-Type", writer.FormDataContentType())

	// FormFile returns (multipart.File, *multipart.FileHeader, error)
	_, fileHeader, err := req.FormFile("file")
	require.NoError(t, err, "FormFile failed")
	return fileHeader
}

func TestUploadService_AccountUpload_Success(t *testing.T) {
	_, svc, tmpDir := setupUploadServiceTest(t)

	fileHeader := createTestFileHeader(t, "test_image.png", testPNG)

	result, svcErr := svc.AccountUpload(context.Background(), 1, AccountUploadRequest{
		FileHeader: fileHeader,
	})
	require.NoError(t, svcErr, "AccountUpload should succeed")

	assert.NotEmpty(t, result.UploadUUID)
	assert.Equal(t, "test_image.png", result.OriginalName)
	assert.Equal(t, "image", result.FileType)
	assert.Equal(t, "image/png", result.MimeType)
	assert.Equal(t, "pending", result.Status)
	assert.NotZero(t, result.ExpiresAt)

	// Verify file was saved on disk
	files, _ := filepath.Glob(filepath.Join(tmpDir, "account", "1", "*.png"))
	assert.GreaterOrEqual(t, len(files), 1, "file should be saved on disk")
}

func TestUploadSharedStorageSurvivesReplicaRecreation(t *testing.T) {
	_, svc, storagePath := setupUploadServiceTest(t)
	content := []byte("shared attachment")
	upload, err := svc.AccountUpload(context.Background(), 1, AccountUploadRequest{
		FileHeader: createTestFileHeader(t, "shared.txt", content),
	})
	require.NoError(t, err)

	for range 2 {
		replica := gin.New()
		replica.StaticFS("/uploads", gin.Dir(storagePath, false))
		response := httptest.NewRecorder()
		request := httptest.NewRequest(http.MethodGet, upload.FileURL, nil)
		replica.ServeHTTP(response, request)
		assert.Equal(t, http.StatusOK, response.Code)
		assert.Equal(t, content, response.Body.Bytes())
	}
}

func TestUploadService_AccountUpload_NoAccountID(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)

	_, svcErr := svc.AccountUpload(context.Background(), 0, AccountUploadRequest{
		FileHeader: nil,
	})
	assert.Error(t, svcErr)
	assert.Contains(t, svcErr.Error(), "account_id is required")
}

func TestUploadService_AccountUpload_NoFile(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)

	_, svcErr := svc.AccountUpload(context.Background(), 1, AccountUploadRequest{
		FileHeader: nil,
	})
	assert.Error(t, svcErr)
	assert.Contains(t, svcErr.Error(), "file is required")
}

func TestUploadService_WidgetDirectUpload_Success(t *testing.T) {
	_, svc, tmpDir := setupUploadServiceTest(t)

	fileHeader := createTestFileHeader(t, "visitor_audio.mp3", testMP3)

	result, svcErr := svc.WidgetDirectUpload(context.Background(), WidgetDirectUploadRequest{
		WebsiteToken: "test-website",
		AuthToken:    "test-widget",
		FileHeader:   fileHeader,
	})
	require.NoError(t, svcErr, "WidgetDirectUpload should succeed")

	assert.NotEmpty(t, result.UploadUUID)
	assert.Equal(t, "visitor_audio.mp3", result.OriginalName)
	assert.Equal(t, "audio", result.FileType)
	assert.Equal(t, "audio/mpeg", result.MimeType)
	assert.Equal(t, "pending", result.Status)

	// Widget uploads should go to "widget_direct" subdirectory
	files, _ := filepath.Glob(filepath.Join(tmpDir, "widget_direct", "1", "*.mp3"))
	assert.GreaterOrEqual(t, len(files), 1, "widget file should be saved in widget_direct dir")
}

func TestUploadService_WidgetDirectUpload_NoFile(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)

	_, svcErr := svc.WidgetDirectUpload(context.Background(), WidgetDirectUploadRequest{
		FileHeader: nil,
	})
	assert.Error(t, svcErr)
	assert.Contains(t, svcErr.Error(), "file is required")
}

func TestUploadService_AccountUpload_UnsupportedFileType(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)

	// .exe gets application/octet-stream MIME via detectUploadMIMEFromFilename
	// categorizeUploadMIME("application/octet-stream") returns "" (unsupported)
	// So processUpload should fail with "unsupported file type"
	fileHeader := createTestFileHeader(t, "malware.exe", []byte("fake exe content"))

	_, svcErr := svc.AccountUpload(context.Background(), 1, AccountUploadRequest{
		FileHeader: fileHeader,
	})
	assert.Error(t, svcErr)
	assert.Contains(t, svcErr.Error(), "unsupported file type")
}

// --- Account Direct Upload service tests ---
// Reference: Chatwoot POST /api/v1/accounts/:account_id/direct_uploads

func TestUploadService_AccountDirectUpload_Success(t *testing.T) {
	_, svc, tmpDir := setupUploadServiceTest(t)

	fileHeader := createTestFileHeader(t, "staged_image.png", testPNG)

	result, svcErr := svc.AccountDirectUpload(context.Background(), 1, AccountDirectUploadRequest{
		FileHeader: fileHeader,
	})
	require.NoError(t, svcErr, "AccountDirectUpload should succeed")

	assert.NotEmpty(t, result.UploadUUID)
	assert.Equal(t, "staged_image.png", result.OriginalName)
	assert.Equal(t, "image", result.FileType)
	assert.Equal(t, "image/png", result.MimeType)
	assert.Equal(t, "pending", result.Status)
	assert.NotZero(t, result.ExpiresAt)

	// Verify file was saved on disk (account-scoped, same subdirectory as AccountUpload)
	files, _ := filepath.Glob(filepath.Join(tmpDir, "account", "1", "*.png"))
	assert.GreaterOrEqual(t, len(files), 1, "file should be saved on disk in account/1/")
}

func TestUploadService_AccountDirectUpload_NoAccountID(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)

	fileHeader := createTestFileHeader(t, "test.png", testPNG)

	_, svcErr := svc.AccountDirectUpload(context.Background(), 0, AccountDirectUploadRequest{
		FileHeader: fileHeader,
	})
	assert.Error(t, svcErr)
	assert.Contains(t, svcErr.Error(), "account_id is required")
}

func TestUploadService_AccountDirectUpload_NoFile(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)

	_, svcErr := svc.AccountDirectUpload(context.Background(), 1, AccountDirectUploadRequest{
		FileHeader: nil,
	})
	assert.Error(t, svcErr)
	assert.Contains(t, svcErr.Error(), "file is required")
}

func TestUploadService_AccountDirectUpload_UnsupportedFileType(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)

	fileHeader := createTestFileHeader(t, "malware.exe", []byte("fake exe content"))

	_, svcErr := svc.AccountDirectUpload(context.Background(), 1, AccountDirectUploadRequest{
		FileHeader: fileHeader,
	})
	assert.Error(t, svcErr)
	assert.Contains(t, svcErr.Error(), "unsupported file type")
}

func TestUploadService_RejectsSpoofedMIMEAndSVG(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)

	for _, test := range []struct {
		name     string
		filename string
		content  []byte
	}{
		{name: "forged png", filename: "attack.png", content: []byte("<script>alert(1)</script>")},
		{name: "active svg", filename: "attack.svg", content: []byte(`<svg xmlns="http://www.w3.org/2000/svg"><script>alert(1)</script></svg>`)},
	} {
		t.Run(test.name, func(t *testing.T) {
			_, err := svc.AccountUpload(context.Background(), 1, AccountUploadRequest{FileHeader: createTestFileHeader(t, test.filename, test.content)})
			require.Error(t, err)
		})
	}
}

func TestUploadService_RejectsTextPlainSVGAndXMLAcrossUploadPaths(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)
	payloads := map[string][]byte{
		"svg": []byte(`<svg xmlns="http://www.w3.org/2000/svg"><script>alert(1)</script></svg>`),
		"xml": []byte(`<root><script>alert(1)</script></root>`),
	}
	paths := map[string]func(*testing.T, []byte) error{
		"direct": func(t *testing.T, payload []byte) error {
			file := createTestFileHeader(t, "attack.txt", payload)
			file.Header.Set("Content-Type", "text/plain")
			_, err := svc.AccountDirectUpload(context.Background(), 1, AccountDirectUploadRequest{FileHeader: file})
			return err
		},
		"widget": func(t *testing.T, payload []byte) error {
			file := createTestFileHeader(t, "attack.txt", payload)
			file.Header.Set("Content-Type", "text/plain")
			_, err := svc.WidgetDirectUpload(context.Background(), WidgetDirectUploadRequest{
				WebsiteToken: "test-website",
				AuthToken:    "test-widget",
				FileHeader:   file,
			})
			return err
		},
		"remote": func(t *testing.T, payload []byte) error {
			server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, _ *http.Request) {
				w.Header().Set("Content-Type", "text/plain")
				_, _ = w.Write(payload)
			}))
			defer server.Close()
			svc.fetchClient = security.NewSafeHTTPClient(security.SSRFConfig{MaxRedirects: 3})
			_, err := svc.AccountUploadFromURL(context.Background(), 1, server.URL+"/attack.txt")
			return err
		},
	}

	for payloadName, payload := range payloads {
		for pathName, upload := range paths {
			t.Run(payloadName+"/"+pathName, func(t *testing.T) {
				require.ErrorContains(t, upload(t, payload), "active markup")
			})
		}
	}
}

func TestUploadService_AccountUploadFromURLRejectsPrivateTargets(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)
	for _, target := range []string{
		"http://127.0.0.1/file.png",
		"http://10.0.0.1/file.png",
		"http://169.254.169.254/latest/meta-data/iam/security-credentials/",
	} {
		_, err := svc.AccountUploadFromURL(context.Background(), 1, target)
		require.Error(t, err, target)
		assert.Contains(t, err.Error(), "SSRF", target)
	}
}

func TestUploadService_WidgetUploadRequiresValidSession(t *testing.T) {
	_, svc, _ := setupUploadServiceTest(t)
	_, err := svc.WidgetDirectUpload(context.Background(), WidgetDirectUploadRequest{
		FileHeader: createTestFileHeader(t, "visitor.png", testPNG),
	})
	require.Error(t, err)
	assert.Contains(t, err.Error(), "website_token is required")
}

func TestUploadService_CompleteWidgetUploadRejectsTokenAndMIMESpoof(t *testing.T) {
	db, svc, tmpDir := setupUploadServiceTest(t)
	content := []byte("<script>alert(1)</script>")
	upload := &model.DirectUpload{
		UploadUUID:   "secured-widget-upload",
		AccountID:    1,
		Status:       model.DirectUploadStatusPending,
		Source:       model.DirectUploadSourceWidget,
		OriginalName: "attack.png",
		FileType:     "image",
		MimeType:     "image/png",
		FileSize:     int64(len(content)),
		FileURL:      "/uploads/widget_direct/secured-widget-upload.png",
		Metadata:     []byte(`{"active_storage_key":"secret-token","contact_inbox_id":1}`),
		ExpiresAt:    time.Now().Add(time.Hour),
	}
	require.NoError(t, db.Create(upload).Error)

	_, err := svc.CompleteWidgetDirectUpload(context.Background(), upload.UploadUUID, strings.NewReader(string(content)), "wrong-token")
	require.ErrorContains(t, err, "invalid direct upload token")
	_, err = svc.CompleteWidgetDirectUpload(context.Background(), upload.UploadUUID, strings.NewReader(string(content)), "secret-token")
	require.ErrorContains(t, err, "does not match")
	_, statErr := os.Stat(filepath.Join(tmpDir, "widget_direct", "secured-widget-upload.png"))
	require.ErrorIs(t, statErr, os.ErrNotExist)
}

func TestUploadService_PrivateAttachmentAccessIsTenantAndSessionScoped(t *testing.T) {
	db, svc, tmpDir := setupUploadServiceTest(t)
	require.NoError(t, db.AutoMigrate(&model.Conversation{}, &model.Message{}, &model.Attachment{}, &model.WidgetFileUpload{}))
	var inbox model.Inbox
	var contact model.Contact
	var contactInbox model.ContactInbox
	require.NoError(t, db.First(&inbox).Error)
	require.NoError(t, db.First(&contact).Error)
	require.NoError(t, db.First(&contactInbox).Error)
	conversation := &model.Conversation{AccountID: 1, InboxID: inbox.ID, ContactID: contact.ID, ContactInboxID: &contactInbox.ID, Status: "open", ChannelType: "web_widget", Channel: "web_widget"}
	require.NoError(t, db.Create(conversation).Error)
	message := &model.Message{AccountID: 1, InboxID: inbox.ID, ConversationID: conversation.ID, MessageType: "incoming", Content: "file"}
	require.NoError(t, db.Create(message).Error)
	fileURL := "/uploads/account/1/private.png"
	require.NoError(t, db.Create(&model.Attachment{AccountID: 1, MessageID: message.ID, FileType: "image", FileURL: fileURL, FileName: "private.png"}).Error)
	require.NoError(t, os.MkdirAll(filepath.Join(tmpDir, "account", "1"), 0o755))
	require.NoError(t, os.WriteFile(filepath.Join(tmpDir, "account", "1", "private.png"), testPNG, 0o600))
	svc.WithAccessDB(db)

	_, ok := svc.ResolveAuthorizedUpload(context.Background(), fileURL, 2, "")
	assert.False(t, ok)
	_, ok = svc.ResolveAuthorizedUpload(context.Background(), fileURL, 1, "")
	assert.True(t, ok)
	_, ok = svc.ResolveAuthorizedUpload(context.Background(), fileURL, 0, "test-widget")
	assert.True(t, ok)
	_, ok = svc.ResolveAuthorizedUpload(context.Background(), fileURL, 0, "wrong-widget")
	assert.False(t, ok)

	directURL := "/uploads/widget_direct/direct.png"
	directMetadata, err := json.Marshal(map[string]any{"contact_inbox_id": contactInbox.ID})
	require.NoError(t, err)
	require.NoError(t, os.MkdirAll(filepath.Join(tmpDir, "widget_direct"), 0o755))
	require.NoError(t, os.WriteFile(filepath.Join(tmpDir, "widget_direct", "direct.png"), testPNG, 0o600))
	require.NoError(t, db.Create(&model.DirectUpload{
		UploadUUID: "private-direct", AccountID: 1, Status: model.DirectUploadStatusPending,
		Source: model.DirectUploadSourceWidget, OriginalName: "direct.png", FileType: "image",
		MimeType: "image/png", FileSize: int64(len(testPNG)), FileURL: directURL,
		Metadata: directMetadata, ExpiresAt: time.Now().Add(time.Hour),
	}).Error)
	_, ok = svc.ResolveAuthorizedUpload(context.Background(), directURL, 0, "test-widget")
	assert.True(t, ok)
	_, ok = svc.ResolveAuthorizedUpload(context.Background(), directURL, 2, "")
	assert.False(t, ok)

	widgetURL := "/uploads/widget/1/session.png"
	require.NoError(t, os.MkdirAll(filepath.Join(tmpDir, "widget", "1"), 0o755))
	require.NoError(t, os.WriteFile(filepath.Join(tmpDir, "widget", "1", "session.png"), testPNG, 0o600))
	require.NoError(t, db.Create(&model.WidgetFileUpload{
		UploadUUID: "private-widget", WidgetToken: "test-widget", InboxID: inbox.ID, ContactID: contact.ID,
		Status: model.WidgetFileUploadStatusPending, OriginalName: "session.png", FileType: "image",
		MimeType: "image/png", FileSize: int64(len(testPNG)), FileURL: widgetURL, ExpiresAt: time.Now().Add(time.Hour),
	}).Error)
	_, ok = svc.ResolveAuthorizedUpload(context.Background(), widgetURL, 0, "test-widget")
	assert.True(t, ok)
	_, ok = svc.ResolveAuthorizedUpload(context.Background(), widgetURL, 0, "wrong-widget")
	assert.False(t, ok)
	otherInbox := &model.Inbox{AccountID: 1, Name: "Other Widget Inbox", ChannelType: "web_widget", ChannelConfig: `{"website_token":"other-website"}`, Enabled: true}
	require.NoError(t, db.Create(otherInbox).Error)
	require.NoError(t, db.Create(&model.ContactInbox{ContactID: contact.ID, InboxID: otherInbox.ID, PubsubToken: "other-widget"}).Error)
	_, ok = svc.ResolveAuthorizedUpload(context.Background(), widgetURL, 0, "other-widget")
	assert.False(t, ok)

	avatarURL := "/uploads/account/1/avatar.png"
	require.NoError(t, os.WriteFile(filepath.Join(tmpDir, "account", "1", "avatar.png"), testPNG, 0o600))
	_, ok = svc.ResolveAuthorizedUpload(context.Background(), avatarURL, 1, "")
	assert.True(t, ok)
	_, ok = svc.ResolveAuthorizedUpload(context.Background(), avatarURL, 2, "")
	assert.False(t, ok)
}

func TestUploadService_CleanupExpiredUploads(t *testing.T) {
	db, svc, tmpDir := setupUploadServiceTest(t)

	// Insert a pending-but-expired upload record (pending status with past expires_at)
	// BatchDeleteExpired deletes pending uploads where expires_at < now
	expiredUpload := &model.DirectUpload{
		UploadUUID:   "expired-uuid-123",
		AccountID:    1,
		Status:       model.DirectUploadStatusPending,
		Source:       model.DirectUploadSourceAccount,
		OriginalName: "old_file.png",
		FileType:     "image",
		MimeType:     "image/png",
		FileSize:     100,
		FileURL:      "/uploads/account/1/old_file.png",
		ExpiresAt:    time.Now().Add(-1 * time.Hour), // already past expiry
	}
	require.NoError(t, db.Create(expiredUpload).Error)
	expiredPath := filepath.Join(tmpDir, "account", "1", "old_file.png")
	require.NoError(t, os.MkdirAll(filepath.Dir(expiredPath), 0o755))
	require.NoError(t, os.WriteFile(expiredPath, []byte("expired"), 0o600))

	// Insert a non-expired upload (pending status with future expires_at)
	activeUpload := &model.DirectUpload{
		UploadUUID:   "active-uuid-456",
		AccountID:    1,
		Status:       model.DirectUploadStatusPending,
		Source:       model.DirectUploadSourceAccount,
		OriginalName: "new_file.png",
		FileType:     "image",
		MimeType:     "image/png",
		FileSize:     200,
		FileURL:      "/uploads/account/1/new_file.png",
		ExpiresAt:    time.Now().Add(24 * time.Hour),
	}
	require.NoError(t, db.Create(activeUpload).Error)
	failedUpload := &model.DirectUpload{
		UploadUUID: "failed-uuid-789", AccountID: 1, Status: model.DirectUploadStatusPending,
		Source: model.DirectUploadSourceAccount, OriginalName: "invalid.png", FileType: "image",
		MimeType: "image/png", FileSize: 100, FileURL: "https://example.test/invalid.png",
		ExpiresAt: time.Now().Add(-time.Hour),
	}
	require.NoError(t, db.Create(failedUpload).Error)

	count, err := svc.CleanupExpiredUploads(context.Background())
	require.ErrorContains(t, err, "invalid upload path")
	assert.Equal(t, int64(1), count, "should clean up 1 expired upload")
	assert.NoFileExists(t, expiredPath)

	// Verify active upload still exists
	var remaining model.DirectUpload
	require.NoError(t, db.Where("upload_uuid = ?", "active-uuid-456").First(&remaining).Error)
	assert.Equal(t, model.DirectUploadStatusPending, remaining.Status)
	remaining = model.DirectUpload{}
	require.NoError(t, db.Where("upload_uuid = ?", "failed-uuid-789").First(&remaining).Error)
}

func TestUploadService_ReconcilesCrashWindowOrphans(t *testing.T) {
	db, svc, storagePath := setupUploadServiceTest(t)
	dir := filepath.Join(storagePath, "account", "1")
	require.NoError(t, os.MkdirAll(dir, 0o755))
	orphan := filepath.Join(dir, "crash-window.png")
	referenced := filepath.Join(dir, "referenced.png")
	fresh := filepath.Join(dir, "in-flight.png")
	for _, path := range []string{orphan, referenced, fresh} {
		require.NoError(t, os.WriteFile(path, testPNG, 0o600))
	}
	old := time.Now().Add(-uploadCleanupInterval - time.Hour)
	require.NoError(t, os.Chtimes(orphan, old, old))
	require.NoError(t, os.Chtimes(referenced, old, old))
	require.NoError(t, db.Create(&model.DirectUpload{
		UploadUUID: "referenced", AccountID: 1, Status: model.DirectUploadStatusPending,
		Source: model.DirectUploadSourceAccount, OriginalName: "referenced.png", FileType: "image",
		MimeType: "image/png", FileSize: int64(len(testPNG)), FileURL: "/uploads/account/1/referenced.png",
		ExpiresAt: time.Now().Add(time.Hour),
	}).Error)

	count, err := svc.CleanupExpiredUploads(context.Background())
	require.NoError(t, err)
	assert.Equal(t, int64(1), count)
	assert.NoFileExists(t, orphan)
	assert.FileExists(t, referenced)
	assert.FileExists(t, fresh)

	count, err = svc.CleanupExpiredUploads(context.Background())
	require.NoError(t, err)
	assert.Zero(t, count)
}