diff --git a/server/Auth.js b/server/Auth.js
index 3e61477b..9ce61272 100644
--- a/server/Auth.js
+++ b/server/Auth.js
@@ -3,6 +3,7 @@ const passport = require('passport')
 const { Request, Response, NextFunction } = require('express')
 const bcrypt = require('./libs/bcryptjs')
 const jwt = require('./libs/jsonwebtoken')
+const requestIp = require('./libs/requestIp')
 const LocalStrategy = require('./libs/passportLocal')
 const JwtStrategy = require('passport-jwt').Strategy
 const ExtractJwt = require('passport-jwt').ExtractJwt
@@ -76,7 +77,7 @@ class Auth {
    * Passport use LocalStrategy
    */
   initAuthStrategyPassword() {
-    passport.use(new LocalStrategy(this.localAuthCheckUserPw.bind(this)))
+    passport.use(new LocalStrategy({ passReqToCallback: true }, this.localAuthCheckUserPw.bind(this)))
   }
 
   /**
@@ -825,15 +826,21 @@ class Auth {
 
   /**
    * Checks if a username and password tuple is valid and the user active.
+   * @param {Request} req
    * @param {string} username
    * @param {string} password
    * @param {Promise<function>} done
    */
-  async localAuthCheckUserPw(username, password, done) {
+  async localAuthCheckUserPw(req, username, password, done) {
     // Load the user given it's username
     const user = await Database.userModel.getUserByUsername(username.toLowerCase())
 
     if (!user?.isActive) {
+      if (user) {
+        this.logFailedLocalAuthLoginAttempt(req, user.username, 'User is not active')
+      } else {
+        this.logFailedLocalAuthLoginAttempt(req, username, 'User not found')
+      }
       done(null, null)
       return
     }
@@ -842,14 +849,16 @@ class Auth {
     if (user.type === 'root' && !user.pash) {
       if (password) {
         // deny login
+        this.logFailedLocalAuthLoginAttempt(req, user.username, 'Root user has no password set')
         done(null, null)
         return
       }
       // approve login
+      Logger.info(`[Auth] User "${user.username}" logged in from ip ${requestIp.getClientIp(req)}`)
       done(null, user)
       return
     } else if (!user.pash) {
-      Logger.error(`[Auth] User "${user.username}"/"${user.type}" attempted to login without a password set`)
+      this.logFailedLocalAuthLoginAttempt(req, user.username, 'User has no password set. Might have been created with OpenID')
       done(null, null)
       return
     }
@@ -858,14 +867,27 @@ class Auth {
     const compare = await bcrypt.compare(password, user.pash)
     if (compare) {
       // approve login
+      Logger.info(`[Auth] User "${user.username}" logged in from ip ${requestIp.getClientIp(req)}`)
       done(null, user)
       return
     }
     // deny login
+    this.logFailedLocalAuthLoginAttempt(req, user.username, 'Invalid password')
     done(null, null)
     return
   }
 
+  /**
+   *
+   * @param {Request} req
+   * @param {string} username
+   * @param {string} message
+   */
+  logFailedLocalAuthLoginAttempt(req, username, message) {
+    if (!req || !username || !message) return
+    Logger.error(`[Auth] Failed login attempt for username "${username}" from ip ${requestIp.getClientIp(req)} (${message})`)
+  }
+
   /**
    * Hashes a password with bcrypt.
    * @param {string} password