diff --git a/internal/api/routes/auth.go b/internal/api/routes/auth.go
index 3679710..38a85b2 100644
--- a/internal/api/routes/auth.go
+++ b/internal/api/routes/auth.go
@@ -5,7 +5,7 @@ import (
 	"time"
 
 	"github.com/gin-gonic/gin"
-	"stereo.cat/backend/internal/auth"
+	"stereo.cat/backend/internal/auth/token"
 	"stereo.cat/backend/internal/types"
 )
 
@@ -25,7 +25,7 @@ func RegisterAuthRoutes(cfg *types.StereoConfig, api *gin.RouterGroup) {
 			panic(err)
 		}
 
-		jwt, err := auth.GenerateJWT(cfg.JWTSecret, user, uint64(time.Now().Add(time.Second*time.Duration(t.ExpiresIn)).Unix()))
+		jwt, err := token.GenerateJWT(cfg.JWTSecret, user, uint64(time.Now().Add(time.Second*time.Duration(t.ExpiresIn)).Unix()))
 
 		if err != nil {
 			panic(err)
@@ -47,7 +47,7 @@ func RegisterAuthRoutes(cfg *types.StereoConfig, api *gin.RouterGroup) {
 		c.Redirect(http.StatusTemporaryRedirect, cfg.FrontendUri+"?jwt_set=true")
 	})
 
-	api.GET("/auth/me", auth.JwtMiddleware(cfg.JWTSecret), func(c *gin.Context) {
+	api.GET("/auth/me", token.JwtMiddleware(cfg.JWTSecret), func(c *gin.Context) {
 		claims, _ := c.Get("claims")
 		c.JSON(http.StatusOK, claims)
 	})
diff --git a/internal/api/routes/files.go b/internal/api/routes/files.go
index 8accd1b..5c046ed 100644
--- a/internal/api/routes/files.go
+++ b/internal/api/routes/files.go
@@ -12,6 +12,7 @@ import (
 	"github.com/h2non/filetype"
 	"github.com/minio/minio-go/v7"
 	"stereo.cat/backend/internal/auth"
+	"stereo.cat/backend/internal/auth/token"
 	"stereo.cat/backend/internal/types"
 )
 
@@ -20,7 +21,7 @@ func intoReader(buf []byte) io.Reader {
 }
 
 func RegisterFileRoutes(cfg *types.StereoConfig, api *gin.RouterGroup) {
-	api.POST("/upload", auth.JwtMiddleware(cfg.JWTSecret), func(c *gin.Context) {
+	api.POST("/upload", token.JwtMiddleware(cfg.JWTSecret), func(c *gin.Context) {
 		claims := c.MustGet("claims").(jwt.MapClaims)
 		user := claims["user"].(auth.User)
 
@@ -88,7 +89,7 @@ func RegisterFileRoutes(cfg *types.StereoConfig, api *gin.RouterGroup) {
 		c.JSON(200, gin.H{"message": "file uploaded successfully", "id": fileMeta.ID.String()})
 	})
 
-	api.DELETE("/:id", auth.JwtMiddleware(cfg.JWTSecret), func(c *gin.Context) {
+	api.DELETE("/:id", token.JwtMiddleware(cfg.JWTSecret), func(c *gin.Context) {
 		claims := c.MustGet("claims").(jwt.MapClaims)
 		user := claims["user"].(auth.User)
 
@@ -100,15 +101,10 @@ func RegisterFileRoutes(cfg *types.StereoConfig, api *gin.RouterGroup) {
 
 		var file *types.File
 
-		cfg.Database.First(&file, fileID)
+		err = cfg.Database.First(&file, fileID).Error
 
-		if file == nil {
-			err := cfg.Database.Delete(&file).Error
-			if err != nil {
-				types.ErrorDatabase.Throw(c, err)
-				return
-			}
-			types.ErrorFileNotFound.Throw(c, nil)
+		if err != nil {
+			types.ErrorFileNotFound.Throw(c, err)
 			return
 		}
 
@@ -162,7 +158,7 @@ func RegisterFileRoutes(cfg *types.StereoConfig, api *gin.RouterGroup) {
 		c.DataFromReader(200, file.Size, file.Mime, object, nil)
 	})
 
-	api.GET("/list", auth.JwtMiddleware(cfg.JWTSecret), func(c *gin.Context) {
+	api.GET("/list", token.JwtMiddleware(cfg.JWTSecret), func(c *gin.Context) {
 		claims := c.MustGet("claims").(jwt.MapClaims)
 		user := claims["user"].(auth.User)
 
diff --git a/internal/auth/jwt.go b/internal/auth/token/jwt.go
similarity index 75%
rename from internal/auth/jwt.go
rename to internal/auth/token/jwt.go
index 7f21182..e98e376 100644
--- a/internal/auth/jwt.go
+++ b/internal/auth/token/jwt.go
@@ -1,17 +1,18 @@
-package auth
+package token
 
 import (
 	"encoding/json"
 	"fmt"
-	"net/http"
 	"strings"
 
 	"github.com/gin-gonic/gin"
 	"github.com/golang-jwt/jwt/v5"
+	"stereo.cat/backend/internal/auth"
+	"stereo.cat/backend/internal/types"
 )
 
-func GenerateJWT(key string, user User, expiryTimestamp uint64) (string, error) {
-	claims := Claims{
+func GenerateJWT(key string, user auth.User, expiryTimestamp uint64) (string, error) {
+	claims := auth.Claims{
 		User: user,
 		Exp:  expiryTimestamp,
 	}
@@ -20,10 +21,6 @@ func GenerateJWT(key string, user User, expiryTimestamp uint64) (string, error)
 	return token.SignedString([]byte(key))
 }
 
-func invalidAuth(c *gin.Context) {
-	c.String(http.StatusUnauthorized, "Unauthorized.")
-	c.Abort()
-}
 
 func JwtMiddleware(secret string) gin.HandlerFunc {
 	return func(c *gin.Context) {
@@ -33,7 +30,7 @@ func JwtMiddleware(secret string) gin.HandlerFunc {
 			jwtSplit := strings.Split(c.GetHeader("Authorization"), " ")
 
 			if len(jwtSplit) < 2 || jwtSplit[0] != "Bearer" {
-				invalidAuth(c)
+				types.ErrorUnauthorized.Throw(c, nil)
 				return
 			}
 
@@ -42,21 +39,21 @@ func JwtMiddleware(secret string) gin.HandlerFunc {
 
 		claims, err := ValidateJWT(jwt, secret)
 		if err != nil {
-			invalidAuth(c)
+			types.ErrorUnauthorized.Throw(c, err)
 			return
 		}
 
 		if userClaims, ok := claims["user"].(map[string]interface{}); ok {
 			userJSON, err := json.Marshal(userClaims) // Convert map to JSON
 			if err != nil {
-				invalidAuth(c)
+				types.ErrorUnauthorized.Throw(c, err)
 				return
 			}
 
-			var user User
+			var user auth.User
 			err = json.Unmarshal(userJSON, &user)
 			if err != nil {
-				invalidAuth(c)
+				types.ErrorUserNotFound.Throw(c, err)
 				return
 			}
 
diff --git a/internal/types/errors.go b/internal/types/errors.go
index 3ed414e..5dd84e3 100644
--- a/internal/types/errors.go
+++ b/internal/types/errors.go
@@ -64,3 +64,8 @@ var ErrorS3 = StereoError{
 	Code:       7,
 	StatusCode: 500,
 }
+
+var ErrorUserNotFound = StereoError{
+	Code:       8,
+	StatusCode: 404,
+}