diff --git a/.gitignore b/.gitignore
index e6d18f3..d1f804e 100644
--- a/.gitignore
+++ b/.gitignore
@@ -8,4 +8,5 @@ bin
 .gradle
 build
 /modules
-/plugins
\ No newline at end of file
+/plugins
+logs
\ No newline at end of file
diff --git a/build.gradle.kts b/build.gradle.kts
index cfdecc4..a6c1a1d 100644
--- a/build.gradle.kts
+++ b/build.gradle.kts
@@ -7,7 +7,7 @@ plugins {
 
 group = "igs-landstuhl"
 
-version = "v2.0.0-SNAPSHOT-0"
+version = "v2.0.0-SNAPSHOT-1"
 
 application {
     mainClass.set("de.igslandstuhl.database.Application")
@@ -25,6 +25,10 @@ dependencies {
     implementation("org.jline:jline:3.30.6") // for better console input handling
     implementation("org.yaml:snakeyaml:2.2") // plugin imports
 
+    // Logging
+    implementation("org.slf4j:slf4j-api:2.0.13")
+    implementation("ch.qos.logback:logback-classic:1.5.6")
+
     testImplementation("org.junit.jupiter:junit-jupiter:5.13.4") // using JUnit 5 (latest)
     testRuntimeOnly("org.junit.platform:junit-platform-launcher")
 }
diff --git a/src/main/java/de/igslandstuhl/database/Application.java b/src/main/java/de/igslandstuhl/database/Application.java
index 19cd206..b1ac18e 100644
--- a/src/main/java/de/igslandstuhl/database/Application.java
+++ b/src/main/java/de/igslandstuhl/database/Application.java
@@ -5,6 +5,8 @@
 import java.util.List;
 
 import org.jline.reader.UserInterruptException;
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
 
 import de.igslandstuhl.database.api.SerializationException;
 import de.igslandstuhl.database.api.Subject;
@@ -30,6 +32,10 @@ public final class Application {
     public static final String TITLE_DELIMITER = "¶";
     public static final String TASK_TITLE_DELIMITER = "\\|";
     public static final String TASK_DELIMITER = "¤";
+
+    public static final Logger LOGGER = LoggerFactory.getLogger(Application.class);
+    public static final Logger LOGGER_API = LoggerFactory.getLogger("de.igslandstuhl.database.api");
+
     private static Application instance = new Application(new String[] {"--test-environment", "true"});
     public static Application getInstance() {
         return instance;
@@ -89,7 +95,6 @@ public Topic[] readFile(String file) throws SerializationException, SQLException
                 }
             }
         } catch (Throwable t) {
-            t.printStackTrace();
             throw new SerializationException("Failed to read file", t);
         }
 
@@ -98,15 +103,20 @@ public Topic[] readFile(String file) throws SerializationException, SQLException
     }
 
     public static void main(String[] args) throws Exception {
+        LOGGER.info("Starting up student-database...");
+
         instance = new Application(args);
 
         PluginLoader.getInstance().preloadPlugins();
 
         if (!getInstance().suppressCmd()) {
+            LOGGER.info("Setting up command line...");
             Command.registerCommands();
             CommandLineUtils.setup();
         }
-        
+
+        LOGGER.info("Setting up server...");
+
         Server.getInstance().getConnection().createTables();
 
         Holiday.setupCurrentSchoolYear();
@@ -119,14 +129,17 @@ public static void main(String[] args) throws Exception {
         GetRequestHandler.getInstance().registerHandlers();
 
         if (getInstance().runsWebServer()) {
+            LOGGER.info("Starting WebServer...");
             Server.getInstance().getWebServer().start();
         }
 
         PluginLoader.getInstance().enablePlugins();
 
+        LOGGER.info("Adding shutdown hook for plugin cleanup...");
         Runtime.getRuntime().addShutdownHook(new Thread(() -> PluginLoader.getInstance().unloadPlugins(),"Plugin cleanup thread"));
 
         try {
+            LOGGER.info("Starting main loop...");
             while (true) {
                 if (!getInstance().suppressCmd()) {
                     CommandLineUtils.waitForCommandAndExec();
diff --git a/src/main/java/de/igslandstuhl/database/api/Admin.java b/src/main/java/de/igslandstuhl/database/api/Admin.java
index cc1c69f..04b83a9 100644
--- a/src/main/java/de/igslandstuhl/database/api/Admin.java
+++ b/src/main/java/de/igslandstuhl/database/api/Admin.java
@@ -2,6 +2,7 @@
 
 import java.sql.SQLException;
 
+import de.igslandstuhl.database.Application;
 import de.igslandstuhl.database.server.Server;
 import de.igslandstuhl.database.server.sql.SQLHelper;
 
@@ -61,7 +62,7 @@ public static Admin get(String username) {
         try {
             return Server.getInstance().processSingleRequest(Admin::fromSQL, "get_admin_by_username", SQL_FIELDS, username);
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to retrieve Admin user '{}' from database", username, e);
             return null;
         }
     }
diff --git a/src/main/java/de/igslandstuhl/database/api/SchoolClass.java b/src/main/java/de/igslandstuhl/database/api/SchoolClass.java
index 90485d9..73ffd24 100644
--- a/src/main/java/de/igslandstuhl/database/api/SchoolClass.java
+++ b/src/main/java/de/igslandstuhl/database/api/SchoolClass.java
@@ -8,6 +8,7 @@
 import java.util.Objects;
 import java.util.stream.Collectors;
 
+import de.igslandstuhl.database.Application;
 import de.igslandstuhl.database.server.Server;
 import de.igslandstuhl.database.server.sql.SQLHelper;
 
@@ -157,7 +158,7 @@ public List<Student> getStudents() {
                 "get_students_by_class", new String[] {"id"}, String.valueOf(id)
             );
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to retrieve student list from database", e);
         }
         return studentIds.stream().map(Student::get).toList();
     }
@@ -168,7 +169,6 @@ public void delete() throws SQLException {
             try {
                 s.delete();
             } catch (SQLException e) {
-                e.printStackTrace();
                 throw new IllegalStateException(e);
             }
         });
@@ -214,7 +214,7 @@ public static SchoolClass get(int id) {
         try {
             return Server.getInstance().processSingleRequest(SchoolClass::fromSQL, "get_class_by_id", SQL_FIELDS, String.valueOf(id));
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get SchoolClass with id {} from database", id, e);
             return null;
         }
     }
@@ -229,7 +229,7 @@ public static SchoolClass get(String label) {
         try {
             return Server.getInstance().processSingleRequest(SchoolClass::fromSQL, "get_class_by_label", SQL_FIELDS, label);
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get SchoolClass with label '{}' from database", label, e);
             return null;
         }
     }
@@ -254,7 +254,7 @@ public static SchoolClass getOrCreate(String label) {
             try {
                 schoolClass = addClass(label, grade);
             } catch (SQLException e) {
-                e.printStackTrace();
+                Application.LOGGER_API.error("Failed to create previously not existing class with label {} and grade {}", label, grade, e);
             }
         }
         return schoolClass;
@@ -268,7 +268,7 @@ public static List<SchoolClass> getAll() {
                 "get_all_classes", new String[] {"id"}
             );
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to retrieve a list of all classes from the database", e);
         }
         return ids.stream()
             .map(SchoolClass::get)
diff --git a/src/main/java/de/igslandstuhl/database/api/SchoolYear.java b/src/main/java/de/igslandstuhl/database/api/SchoolYear.java
index 56d1002..6901840 100644
--- a/src/main/java/de/igslandstuhl/database/api/SchoolYear.java
+++ b/src/main/java/de/igslandstuhl/database/api/SchoolYear.java
@@ -2,6 +2,8 @@
 
 import java.sql.SQLException;
 import java.util.*;
+
+import de.igslandstuhl.database.Application;
 import de.igslandstuhl.database.server.Server;
 import de.igslandstuhl.database.server.sql.SQLHelper;
 
@@ -124,7 +126,7 @@ public static SchoolYear get(int id) {
             if (year != null) years.put(id, year);
             return year;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get SchoolYear with id {} from database", id, e);
             return null;
         }
     }
@@ -134,7 +136,7 @@ public static SchoolYear get(String label) {
                 return get(Integer.parseInt(fields[0]));
             }, "get_school_year_by_label", new String[] {"id"}, label);
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get SchoolYear with label '{}' from database", label, e);
             return null;
         }
     }
@@ -156,7 +158,7 @@ public static List<SchoolYear> getAll() {
                 "get_all_school_years", SQL_FIELDS
             );
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to retrieve a list of all school years from the database", e);
         }
         return all;
     }
@@ -176,7 +178,7 @@ public static SchoolYear getCurrentYear() {
             if (year != null) years.put(year.getId(), year);
             return year;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to load current school year from database", e);
             return null;
         }
     }
diff --git a/src/main/java/de/igslandstuhl/database/api/SpecialTask.java b/src/main/java/de/igslandstuhl/database/api/SpecialTask.java
index c199912..709c0cf 100644
--- a/src/main/java/de/igslandstuhl/database/api/SpecialTask.java
+++ b/src/main/java/de/igslandstuhl/database/api/SpecialTask.java
@@ -7,6 +7,7 @@
 import java.util.List;
 import java.util.Map;
 
+import de.igslandstuhl.database.Application;
 import de.igslandstuhl.database.server.Server;
 import de.igslandstuhl.database.server.sql.SQLHelper;
 
@@ -89,7 +90,7 @@ public static SpecialTask get(int id) {
             specialTasks.put(id, task);
             return task;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get SpecialTask with id {} from database", id, e);
             return null;
         }
     }
@@ -114,7 +115,7 @@ public static List<SpecialTask> getSpecialTasksByName(String name) {
         try {
             Server.getInstance().processRequest(SpecialTask::addToCache, "get_special_tasks_by_name", SQL_FIELDS, name);
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get SpecialTask with name {} from database", name, e);
             return new ArrayList<>();
         }
         return specialTasks.values().stream()
diff --git a/src/main/java/de/igslandstuhl/database/api/Student.java b/src/main/java/de/igslandstuhl/database/api/Student.java
index 933b89b..f7c336f 100644
--- a/src/main/java/de/igslandstuhl/database/api/Student.java
+++ b/src/main/java/de/igslandstuhl/database/api/Student.java
@@ -13,6 +13,7 @@
 import java.util.concurrent.ConcurrentHashMap;
 import java.util.stream.Collectors;
 
+import de.igslandstuhl.database.Application;
 import de.igslandstuhl.database.api.results.StudentGenerationResult;
 import de.igslandstuhl.database.server.Server;
 import de.igslandstuhl.database.server.sql.SQLHelper;
@@ -169,7 +170,7 @@ public static Student get(int id) {
             student.fetchTasks();
             return student;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get Student with id {} from database", id, e);
             return null;
         }
     }
@@ -190,7 +191,7 @@ public static Student getByEmail(String email) {
         } catch (NullPointerException e) {
             return null;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get Student with email {} from database", email, e);
             return null;
         }
     }
@@ -210,7 +211,7 @@ public static List<Student> getAll() {
                 "get_all_students", SQL_FIELDS
             );
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to retrieve student list from database", e);
         }
         return studentIDs.stream()
             .map(Student::get)
@@ -247,7 +248,7 @@ public static String[] generatePasswords(int count, int length) {
             try {
                 Thread.sleep(new Random().nextInt(1,10)); // Sleep to ensure different seeds
             } catch (InterruptedException e) {
-                e.printStackTrace();
+                Application.LOGGER_API.error("Thread sleep while generating passwords was interrupted", e);
             }
         }
         return passwords;
@@ -581,7 +582,7 @@ private void loadCurrentTopics() {
                 }
             }
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to load current topics for '{}'", this.email, e);
         }
     }
 
diff --git a/src/main/java/de/igslandstuhl/database/api/Subject.java b/src/main/java/de/igslandstuhl/database/api/Subject.java
index cffbc48..ac92e36 100644
--- a/src/main/java/de/igslandstuhl/database/api/Subject.java
+++ b/src/main/java/de/igslandstuhl/database/api/Subject.java
@@ -9,6 +9,7 @@
 import java.util.Objects;
 import java.util.stream.Collectors;
 
+import de.igslandstuhl.database.Application;
 import de.igslandstuhl.database.server.Server;
 import de.igslandstuhl.database.server.sql.SQLHelper;
 
@@ -94,7 +95,7 @@ public static Subject get(int id) {
             subjects.put(id, subject);
             return subject;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get Subject with id {} from database", id, e);
             return null;
         }
     }
@@ -116,7 +117,7 @@ public static Subject get(String name) {
             subjects.put(subject.getId(), subject);
             return subject;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get Subject with name {} from database", name, e);
             return null;
         }
     }
@@ -137,7 +138,7 @@ public static List<Subject> getAll() {
                 SQL_FIELDS
             );
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to retrieve subject list from database", e);
         }
         return subjectIds.stream()
             .map(Subject::get)
@@ -199,7 +200,7 @@ public List<Topic> getTopics(int grade) {
                 String.valueOf(id)
             );
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to retrieve topic list for subject '{}' in grade {} from database", this.name, grade, e);
         }
         return topicIds.stream()
         .map(Topic::get)
@@ -218,7 +219,7 @@ public int[] getGrades() {
             new String[] {"grade"}, 
             String.valueOf(id));
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to retrieve list of available grades for subject '{}' from database", this.name, e);
         }
         return grades.stream().mapToInt(Integer::intValue).toArray();
     }
@@ -242,8 +243,7 @@ public void delete() throws SQLException {
                 try {
                     t.delete();
                 } catch (SQLException e) {
-                    e.printStackTrace();
-                    throw new IllegalStateException(e);
+                    throw new IllegalStateException("Failed to delete topic " + t.getName() + " which is necessary to delete subject " + this.name, e);
                 }
             }));
         } catch (IllegalStateException e) {
diff --git a/src/main/java/de/igslandstuhl/database/api/Task.java b/src/main/java/de/igslandstuhl/database/api/Task.java
index b4188c8..9460245 100644
--- a/src/main/java/de/igslandstuhl/database/api/Task.java
+++ b/src/main/java/de/igslandstuhl/database/api/Task.java
@@ -180,7 +180,7 @@ public static Task get(int id) {
             tasks.put(id, task);
             return task;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get Task with id {} from database", id, e);
             return null;
         }
     }
@@ -194,7 +194,7 @@ public static List<Task> getByName(String name) {
             String[][] table = Server.getInstance().processRequest("get_tasks_by_name", new String[] {"id"}, name);
             Arrays.stream(table).map(s -> s[0]).map(Integer::parseInt).map(Task::get).forEach((t) -> t.getId()); // Do something because streams are lazy
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get Task with name {} from database", name, e);
             return new ArrayList<>();
         }
         return tasks.values().stream()
diff --git a/src/main/java/de/igslandstuhl/database/api/Teacher.java b/src/main/java/de/igslandstuhl/database/api/Teacher.java
index db39ccc..1c617b2 100644
--- a/src/main/java/de/igslandstuhl/database/api/Teacher.java
+++ b/src/main/java/de/igslandstuhl/database/api/Teacher.java
@@ -4,6 +4,7 @@
 import java.util.*;
 import java.util.stream.Collectors;
 
+import de.igslandstuhl.database.Application;
 import de.igslandstuhl.database.api.results.TeacherGenerationResult;
 import de.igslandstuhl.database.server.Server;
 import de.igslandstuhl.database.server.sql.SQLHelper;
@@ -200,7 +201,7 @@ public static Teacher get(int id) {
             teachersByEmail.put(teacher.getEmail(), teacher);
             return teacher;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get Teacher with id {} from database", id, e);
             return null;
         }
     }
@@ -223,7 +224,7 @@ public static Teacher fromEmail(String email) {
             teachersByEmail.put(email, teacher);
             return teacher;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get Teacher with email {} from database", email, e);
             return null;
         }
     }
@@ -243,7 +244,7 @@ public static List<Teacher> getAll() {
                 "get_all_teachers", SQL_FIELDS
             );
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to retrieve teacher list from database", e);
         }
         return teacherIDs.stream()
             .map(Teacher::get)
@@ -259,7 +260,7 @@ public List<Subject> getSubjects() {
                 "get_subjects_by_teacher", Subject.SQL_FIELDS, String.valueOf(id)
             );
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to retrieve subject list for teacher '{}' from database", this.email, e);
         }
         return subjectIds.stream()
             .map(Subject::get)
@@ -312,7 +313,7 @@ public static TeacherGenerationResult[] generateTeachersFromCSV(String csv) thro
             try {
                 Thread.sleep(new Random().nextInt(100)); // Sleep to ensure unique passwords
             } catch (InterruptedException e) {
-                e.printStackTrace();
+                Application.LOGGER_API.error("Thread sleep while generating passwords was interrupted", e);
             }
         }
 
@@ -337,7 +338,7 @@ private void loadClasses() {
                 "get_teacher_classes", CLASS_FIELDS, String.valueOf(id)
             );
         } catch (SQLException e) {
-            e.printStackTrace();
+                Application.LOGGER_API.error("Failed to retrieve class list of teacher '{}' from database", this.email, e);
         }
     }
 
diff --git a/src/main/java/de/igslandstuhl/database/api/Topic.java b/src/main/java/de/igslandstuhl/database/api/Topic.java
index e56d764..ceb5892 100644
--- a/src/main/java/de/igslandstuhl/database/api/Topic.java
+++ b/src/main/java/de/igslandstuhl/database/api/Topic.java
@@ -120,7 +120,7 @@ public static Topic get(int id) {
             topics.put(id, topic);
             return topic;
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get Topic with id {} from database", id, e);
             return null;
         }
     }
@@ -271,7 +271,7 @@ private void loadTasks() {
             tasksLevel2 = getTasksByLevel(tasks, TaskLevel.LEVEL2);
             tasksLevel3 = getTasksByLevel(tasks, TaskLevel.LEVEL3);
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get task list for topic '{}' from database", this.name, e);
         }
     }
     private static void addToCache(String[] fields) {
@@ -287,7 +287,7 @@ public static List<Topic> getByName(String name) {
         try {
             Server.getInstance().processRequest(Topic::addToCache, "get_topics_by_name", SQL_FIELDS, name);
         } catch (SQLException e) {
-            e.printStackTrace();
+            Application.LOGGER_API.error("Failed to get Topic with name '{}' from database", name, e);
             return new ArrayList<>();
         }
         return topics.values().stream()
@@ -399,6 +399,7 @@ public boolean equals(Object obj) {
         return true;
     }
     public static Topic fromSerialized(String serialized, Subject subject, int grade, int number) throws SerializationException, SQLException {
+        Application.LOGGER_API.debug("Reading topic from serialized...");;
         // Gathering general info (topic name and ratio)
         String[] parts = serialized.split(Application.TITLE_DELIMITER);
         String[] generalInfo = parts[0].split(Application.TASK_DELIMITER);
@@ -427,7 +428,7 @@ public static Topic fromSerialized(String serialized, Subject subject, int grade
             }
 
             topic.loadTasks();
-            System.out.println(topic.getTasks());
+            Application.LOGGER_API.debug("Loaded tasks for topic {}: {}", topic.getName(), topic.getTasks());
         }
         return topic;
     }
diff --git a/src/main/java/de/igslandstuhl/database/client/HTMLTemplate.java b/src/main/java/de/igslandstuhl/database/client/HTMLTemplate.java
index 8b20614..32516bd 100644
--- a/src/main/java/de/igslandstuhl/database/client/HTMLTemplate.java
+++ b/src/main/java/de/igslandstuhl/database/client/HTMLTemplate.java
@@ -3,6 +3,9 @@
 import java.io.FileNotFoundException;
 import java.util.Map;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import de.igslandstuhl.database.Registry;
 import de.igslandstuhl.database.client.dynamic.DynamicFieldType;
 import de.igslandstuhl.database.client.dynamic.DynamicHTMLTemplate;
@@ -14,12 +17,14 @@
 import de.igslandstuhl.database.server.resources.ResourceLocation;
 
 public interface HTMLTemplate {
+    public static final Logger LOGGER = LoggerFactory.getLogger(HTMLTemplate.class);
     public static final ResourceLocation meta = new ResourceLocation("meta", "templates", "templates.json");
     public String fill(Map<String, String> args);
     private static void register(HTMLTemplate template, String key) {
         Registry.templateRegistry().register(key, template);
     }
     public static void registerAll() {
+        LOGGER.info("Registering HTML templates...");
         NavigationElement.registerAll();
         DynamicHTMLTemplate.registerDynamicElements();
         Map<String, ?> json = Server.getInstance().getResourceManager().readJsonResourceMerged(meta);
@@ -33,8 +38,7 @@ public static void registerAll() {
                     try {
                         register(new HTMLFileTemplate((String) template.get("path")), key);
                     } catch (FileNotFoundException e) {
-                        System.err.println("Failed to load html template " + key);
-                        e.printStackTrace();
+                        LOGGER.error("Failed to load html template '{}'", key, e);
                     }
                     break;
                 case "HTMLNavigationTemplate":
diff --git a/src/main/java/de/igslandstuhl/database/client/dynamic/DynamicHTMLTemplate.java b/src/main/java/de/igslandstuhl/database/client/dynamic/DynamicHTMLTemplate.java
index e425e1a..133f14c 100644
--- a/src/main/java/de/igslandstuhl/database/client/dynamic/DynamicHTMLTemplate.java
+++ b/src/main/java/de/igslandstuhl/database/client/dynamic/DynamicHTMLTemplate.java
@@ -22,8 +22,7 @@ public String fill(Map<String, String> args) {
                 try {
                     return TemplatingPreprocessor.getInstance().executeTemplating(arg0);
                 } catch (IOException e) {
-                    System.err.println("Failed filling template " + arg0);
-                    e.printStackTrace();
+                    HTMLTemplate.LOGGER.error("Failed filling template '{}'", arg0, e);
                     return "";
                 }
             })
diff --git a/src/main/java/de/igslandstuhl/database/holidays/Holiday.java b/src/main/java/de/igslandstuhl/database/holidays/Holiday.java
index 66ff791..91ff9d5 100644
--- a/src/main/java/de/igslandstuhl/database/holidays/Holiday.java
+++ b/src/main/java/de/igslandstuhl/database/holidays/Holiday.java
@@ -16,6 +16,9 @@
 import java.util.List;
 import java.util.Map;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import com.google.gson.Gson;
 import com.google.gson.reflect.TypeToken;
 
@@ -25,6 +28,7 @@ public final class Holiday {
     private static final HttpClient HTTP_CLIENT = HttpClient.newHttpClient();
     private static final String API_URL = "https://www.mehr-schulferien.de/api/v2.1/schools/66849-integrierte-gesamtschule-am-na/periods";
     private static final String SUMMER_HOLIDAY_ID = "Sommer";
+    private static final Logger LOGGER = LoggerFactory.getLogger(Holiday.class);
 
     private final int id;
     private final String name;
@@ -138,7 +142,6 @@ public static Holiday[] holidaysInterval(Instant start, Instant end) {
         } catch (URISyntaxException | IOException e) {
             throw new IllegalStateException(e);
         } catch (InterruptedException e) {
-            e.printStackTrace();
             throw new IllegalStateException(e);
         }
     }
@@ -167,6 +170,7 @@ public static int getActualWeek() {
         return (int) SchoolWeek.getAll(getLastSummerHoliday().getEnd(), Instant.now(), ZoneId.of("UTC")).stream().filter(SchoolWeek::noSchoolUTC).count();
     }
     public static void setupCurrentSchoolYear() throws SQLException {
+        LOGGER.info("Trying to set up current school year...");
         String name = getLastSummerHoliday().getEnd().toString().substring(0, 4) + "/" + getNextSummerHoliday().getStart().toString().substring(0, 4);
         int totalWeeks = getTotalWeeks();
         int actualWeek = getActualWeek();
diff --git a/src/main/java/de/igslandstuhl/database/plugins/Plugin.java b/src/main/java/de/igslandstuhl/database/plugins/Plugin.java
index 08c8317..0cbac36 100644
--- a/src/main/java/de/igslandstuhl/database/plugins/Plugin.java
+++ b/src/main/java/de/igslandstuhl/database/plugins/Plugin.java
@@ -2,6 +2,9 @@
 
 import java.util.List;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import de.igslandstuhl.database.plugins.config.PluginConfig;
 import de.igslandstuhl.database.plugins.config.PluginSetting;
 
@@ -86,6 +89,10 @@ void load() {
         onLoad();
     }
 
+    public Logger getLogger() {
+        return LoggerFactory.getLogger(id);
+    }
+
     static class DummyModule extends Plugin {
         private final PluginConfig<DummyModule> config;
         public DummyModule(String id, String name, String description, List<PluginSetting<?>> settings) {
diff --git a/src/main/java/de/igslandstuhl/database/plugins/PluginLoader.java b/src/main/java/de/igslandstuhl/database/plugins/PluginLoader.java
index 85bf0a3..6f6a070 100644
--- a/src/main/java/de/igslandstuhl/database/plugins/PluginLoader.java
+++ b/src/main/java/de/igslandstuhl/database/plugins/PluginLoader.java
@@ -1,6 +1,7 @@
 package de.igslandstuhl.database.plugins;
 
 import java.io.File;
+import java.io.FileNotFoundException;
 import java.io.IOException;
 import java.io.InputStream;
 import java.net.MalformedURLException;
@@ -13,11 +14,14 @@
 import java.util.Map;
 import java.util.Set;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
 import org.yaml.snakeyaml.Yaml;
 
 import de.igslandstuhl.database.Registry;
 
 public class PluginLoader {
+    public static final Logger LOGGER = LoggerFactory.getLogger(PluginLoader.class);
     private final List<PreLoadedPlugin> pluginInfos = new ArrayList<>();
     public List<PreLoadedPlugin> getPluginInfos() {
         return pluginInfos;
@@ -35,7 +39,7 @@ private Map<String, Object> loadYaml(URLClassLoader classLoader) {
             Yaml yaml = new Yaml();
             return yaml.load(is);
         } catch (Exception e) {
-            e.printStackTrace();
+            LOGGER.error("Failed loading yaml from classLoader {}", classLoader.getName());
             return null;
         }
     }
@@ -52,22 +56,22 @@ public PreLoadedPlugin loadPluginFromJar(File jarFile) {
                 null
             );
         } catch (MalformedURLException e) {
-            e.printStackTrace();
+            LOGGER.error("URL of {} corrupted", jarFile.getName(), e);
             return null;
         }
         try {
 
             Map<String, Object> yaml = loadYaml(classLoader);
             if (yaml == null) {
-                System.err.println("No plugin.yml found in " + jarFile.getName());
-                classLoader.close();
-                return null;
+                LOGGER.error("No plugin.yml found in {}", jarFile.getName());
+                throw new FileNotFoundException("No plugin.yml found");
             }
 
             String mainClassName = (String) yaml.get("main");
             String id = (String) yaml.get("id");
             if (id == null || mainClassName == null) {
-                throw new IllegalStateException("Invalid plugin.yml in " + jarFile.getName() + ": you must define id and main");
+                LOGGER.error("Invalid plugin.yml in {}: you must define id and main", jarFile.getName());
+                throw new IllegalArgumentException("Invalid plugin.yml");
             }
             String name = (String) yaml.getOrDefault("name", id);
             String description = (String) yaml.getOrDefault("description", "");
@@ -86,18 +90,18 @@ public PreLoadedPlugin loadPluginFromJar(File jarFile) {
             Class<?> clazz = classLoader.loadClass(mainClassName);
 
             if (!Plugin.class.isAssignableFrom(clazz)) {
-                throw new IllegalStateException("Main class does not extend Plugin");
+                LOGGER.error("{}, the main class of {} does not extend Plugin", clazz.getCanonicalName(), jarFile.getName());
+                throw new ClassCastException("Plugin main class does not extend Plugin");
             }
 
             return new PreLoadedPlugin(new PluginDescription(id, name, description, mainClassName, depends), clazz, classLoader, resourceLoader);
 
         } catch (Exception e) {
-            e.printStackTrace();
+            LOGGER.error("Failed to preload plugin {}", jarFile.getName(), e);
             try {
                 classLoader.close();
             } catch (IOException e1) {
-                System.out.println("FAILED to close class loader");
-                e1.printStackTrace();
+                LOGGER.error("Failed to close classloader for incomplete plugin {}", jarFile.getName(), e1);
             }
             return null;
         }
@@ -110,13 +114,13 @@ public void load(PreLoadedPlugin preload) {
             registerPlugin(plugin);
             plugin.load();
             if (plugin.getConfig() == null) {
+                LOGGER.error("Plugin '{}' does not have a config", preload.description().id());
                 throw new NullPointerException("Plugin must have a config");
             }
         } catch (Exception e) {
-            System.err.println("Failed to load plugin: " + preload.description().id());
+            LOGGER.error("Failed to load plugin '{}'", preload.description().id(), e);
             pluginInfos.remove(preload);
             if (Registry.pluginRegistry().get(preload.description().id()) != null) Registry.pluginRegistry().unregister(preload.description().id());
-            e.printStackTrace();
         }
     }
     public void preloadAllPlugins(File folder) {
@@ -136,7 +140,8 @@ public void preloadAllPlugins(File folder) {
         Set<String> ids = new HashSet<>();
         for (PreLoadedPlugin p : plugins) {
             if (!ids.add(p.description().id())) {
-                throw new IllegalStateException("Duplicate module id: " + p.description().id());
+                LOGGER.error("Duplicate plugin id '{}', aborting", p.description().id());
+                throw new IllegalStateException("Duplicate plugin id");
             }
         }
 
@@ -146,6 +151,7 @@ public void loadAllPlugins(File folder) {
         pluginInfos.forEach(this::load);
     }
     public void enablePlugins() {
+        LOGGER.info("Enabling plugins...");
         pluginInfos.forEach((p) -> {
             Plugin plugin = Registry.pluginRegistry().get(p.description().id());
             if (plugin.getConfig().isEnabledOnStart()) {
@@ -154,6 +160,7 @@ public void enablePlugins() {
         });
     }
     public void unloadPlugins() {
+        LOGGER.info("Unloading plugins...");
         Collections.reverse(pluginInfos);
         pluginInfos.forEach((p) -> {
             Plugin plugin = Registry.pluginRegistry().get(p.description().id());
@@ -167,7 +174,7 @@ public void unloadPlugins() {
                 p.classLoader().close();
                 p.resourceLoader().close();
             } catch (IOException e) {
-                throw new RuntimeException("Problem while unloading", e);
+                LOGGER.error("Failed to unload plugin '{}'", plugin.getId());
             }
         });
         pluginInfos.clear();
@@ -182,9 +189,11 @@ private void registerPlugin(Plugin plugin) {
         Registry.pluginRegistry().register(plugin.getId(), plugin);
     }
     public void preloadPlugins() {
+        LOGGER.info("Preloading plugins from directory \"plugins\"...");
         preloadAllPlugins(new File("plugins"));
     }
     public void registerPlugins() {
+        LOGGER.info("Registering plugins from directory \"plugins\"...");
         loadAllPlugins(new File("plugins"));
     }
 }
diff --git a/src/main/java/de/igslandstuhl/database/plugins/PluginResourceProvider.java b/src/main/java/de/igslandstuhl/database/plugins/PluginResourceProvider.java
index 77f46fc..b502ff2 100644
--- a/src/main/java/de/igslandstuhl/database/plugins/PluginResourceProvider.java
+++ b/src/main/java/de/igslandstuhl/database/plugins/PluginResourceProvider.java
@@ -14,6 +14,7 @@
 
 import de.igslandstuhl.database.server.resources.CoreResourceProvider;
 import de.igslandstuhl.database.server.resources.ResourceLocation;
+import de.igslandstuhl.database.server.resources.ResourceManager;
 import de.igslandstuhl.database.server.resources.ResourceProvider;
 
 public class PluginResourceProvider implements ResourceProvider {
@@ -57,8 +58,8 @@ public Collection<ResourceLocation> list(Pattern pattern) {
         // Virtual root – no real filesystem access needed
         final Path virtualRoot = Paths.get("").toAbsolutePath().normalize();
 
-        for (PreLoadedPlugin module : PluginLoader.getInstance().getPluginInfos()) {
-            try (ZipFile zip = new ZipFile(new File(module.resourceLoader().getURLs()[0].toURI()))) {
+        for (PreLoadedPlugin plugin : PluginLoader.getInstance().getPluginInfos()) {
+            try (ZipFile zip = new ZipFile(new File(plugin.resourceLoader().getURLs()[0].toURI()))) {
 
                 Enumeration<? extends ZipEntry> entries = zip.entries();
 
@@ -80,7 +81,7 @@ public Collection<ResourceLocation> list(Pattern pattern) {
                 }
 
             } catch (Exception e) {
-                e.printStackTrace();
+                ResourceManager.LOGGER.error("Failed to get resource locations of pattern {} from plugin '{}'", pattern.pattern(), plugin.description().id());
             }
         }
 
diff --git a/src/main/java/de/igslandstuhl/database/plugins/config/PluginConfig.java b/src/main/java/de/igslandstuhl/database/plugins/config/PluginConfig.java
index 61c88c3..b0735f6 100644
--- a/src/main/java/de/igslandstuhl/database/plugins/config/PluginConfig.java
+++ b/src/main/java/de/igslandstuhl/database/plugins/config/PluginConfig.java
@@ -12,6 +12,7 @@
 import com.google.gson.JsonObject;
 
 import de.igslandstuhl.database.plugins.Plugin;
+import de.igslandstuhl.database.plugins.PluginLoader;
 
 public abstract class PluginConfig<T extends Plugin> {
     private final T plugin;
@@ -108,7 +109,7 @@ public void save() {
             Gson gson = new GsonBuilder().setPrettyPrinting().create();
             gson.toJson(root, writer);
         } catch (IOException e) {
-            e.printStackTrace();
+            PluginLoader.LOGGER.error("Failed to save plugin config for {}", plugin.getId(), e);
         }
     }
     public void load() {
@@ -128,7 +129,7 @@ public void load() {
             enabledOnStart = root.get("enabled").getAsBoolean();
 
         } catch (IOException e) {
-            e.printStackTrace();
+            PluginLoader.LOGGER.error("Failed to load plugin config for {}", plugin.getId(), e);
         }
     }
 }
\ No newline at end of file
diff --git a/src/main/java/de/igslandstuhl/database/server/Server.java b/src/main/java/de/igslandstuhl/database/server/Server.java
index df4aafc..4901f49 100644
--- a/src/main/java/de/igslandstuhl/database/server/Server.java
+++ b/src/main/java/de/igslandstuhl/database/server/Server.java
@@ -9,6 +9,8 @@
 import java.util.function.Function;
 
 import org.apache.commons.codec.digest.DigestUtils;
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
 
 import de.igslandstuhl.database.Application;
 import de.igslandstuhl.database.api.User;
@@ -79,6 +81,8 @@ public ResourceManager getResourceManager() {
         return resourceManager;
     }
 
+    public static final Logger LOGGER = LoggerFactory.getLogger(Server.class);
+
     /**
      * Private constructor to initialize the server instance.
      * This constructor sets up the database connection and initializes the web server.
@@ -151,15 +155,15 @@ public void processRequest(Consumer<String[]> callback, String request, String[]
                         callback.accept(results.toArray(resultArr));
                     }
                 } catch (SQLException e) {
-                    e.printStackTrace();
+                    LOGGER.error("Failed to process sql request {} with args {}", request, args, e);
                     throw new IllegalStateException(e);
                 }
-            });
+            }, "SQL Request Subroutine");
             subroutine.start();
             try {
                 subroutine.join();
             } catch (InterruptedException e) {
-                e.printStackTrace();
+                LOGGER.error("Request subroutine was interrupted", e);
                 throw new IllegalStateException(e);
             }
         } finally {
diff --git a/src/main/java/de/igslandstuhl/database/server/WebServer.java b/src/main/java/de/igslandstuhl/database/server/WebServer.java
index 7091055..570f317 100644
--- a/src/main/java/de/igslandstuhl/database/server/WebServer.java
+++ b/src/main/java/de/igslandstuhl/database/server/WebServer.java
@@ -9,6 +9,10 @@
 import java.nio.charset.StandardCharsets;
 
 import javax.net.ssl.*;
+
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import java.security.KeyManagementException;
 import java.security.KeyStore;
 import java.security.KeyStoreException;
@@ -40,6 +44,7 @@ public class WebServer implements Runnable {
     public static final int SESSION_DURATION = 21600; // six hours
     public static final int MAXIMUM_INACTIVITY_DURATION = 3600; // An hour
     public static final int RATELIMIT = 60;
+    public static final Logger LOGGER = LoggerFactory.getLogger(Server.class);
 
     private volatile boolean running;
     private final SSLServerSocket serverSocket;
@@ -112,7 +117,7 @@ public void run() {
                     }
                 }
             } catch (Exception e) {
-                e.printStackTrace();
+                LOGGER.error("Failed to handle client {}", clientIp, e);
             } finally {
                 try { clientSocket.close(); } catch (IOException ignored) {}
             }
@@ -233,7 +238,7 @@ public void start() {
 
     public void stop() {
         running = false;
-        try { serverSocket.close(); } catch (IOException e) { e.printStackTrace(); }
+        try { serverSocket.close(); } catch (IOException e) { LOGGER.error("Failed to close server socket", e); }
         clientPool.shutdownNow();
     }
 
@@ -245,8 +250,7 @@ public void run() {
                 clientPool.submit(new ClientHandler(clientSocket));
             } catch (IOException e) {
                 if (running) {
-                    System.err.println("Error while accepting client");
-                    e.printStackTrace();
+                    LOGGER.error("Unexpected Exception while accepting client", e);
                 }
             }
         }
diff --git a/src/main/java/de/igslandstuhl/database/server/commands/Command.java b/src/main/java/de/igslandstuhl/database/server/commands/Command.java
index 38469b1..6b07495 100644
--- a/src/main/java/de/igslandstuhl/database/server/commands/Command.java
+++ b/src/main/java/de/igslandstuhl/database/server/commands/Command.java
@@ -5,6 +5,9 @@
 import java.util.List;
 import java.util.Random;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import de.igslandstuhl.database.Registry;
 import de.igslandstuhl.database.api.*;
 import de.igslandstuhl.database.server.Server;
@@ -12,6 +15,7 @@
 
 @FunctionalInterface
 public interface Command {
+    public static final Logger LOGGER = LoggerFactory.getLogger(Command.class);
     public String execute(String[] args);
     public default CommandDescription getDescription() {
         return Registry.commandDescriptionRegistry().get(Registry.commandDescriptionRegistry()
@@ -25,7 +29,7 @@ public static String executeCommand(String command, String[] args) {
         } catch (NullPointerException e) {
             return "Command not found: " + command;
         } catch (Exception e) {
-            e.printStackTrace();
+            LOGGER.error("Failed to execute command '{}'", command, e);
             return "";
         }
     }
@@ -34,8 +38,9 @@ public static void registerCommand(String name, Command command, CommandDescript
         Registry.commandDescriptionRegistry().register(name, description);
     }
     public static void registerCommands() {
+        LOGGER.info("Registering commands...");
         registerCommand("exit", (args) -> {
-            System.out.println("Exiting...");
+            LOGGER.info("Program exit through command;exiting...");
             System.exit(0);
             return "";
         }, new CommandDescription("exit", "Exits the application", "exit"));
diff --git a/src/main/java/de/igslandstuhl/database/server/resources/CoreResourceProvider.java b/src/main/java/de/igslandstuhl/database/server/resources/CoreResourceProvider.java
index 1c67d53..005b25c 100644
--- a/src/main/java/de/igslandstuhl/database/server/resources/CoreResourceProvider.java
+++ b/src/main/java/de/igslandstuhl/database/server/resources/CoreResourceProvider.java
@@ -119,7 +119,7 @@ private Collection<ResourceLocation> getResourcesFromDirectory(final Path direct
                 }
             });
         } catch (IOException e) {
-            e.printStackTrace();
+            ResourceManager.LOGGER.error("Failed to get resources from directory '{}'", directory.toString(), e);
             return retval;
         }
         return retval;
diff --git a/src/main/java/de/igslandstuhl/database/server/resources/FileResourceProvider.java b/src/main/java/de/igslandstuhl/database/server/resources/FileResourceProvider.java
index 7c2f9c5..53de6d3 100644
--- a/src/main/java/de/igslandstuhl/database/server/resources/FileResourceProvider.java
+++ b/src/main/java/de/igslandstuhl/database/server/resources/FileResourceProvider.java
@@ -58,7 +58,7 @@ public Collection<ResourceLocation> list(Pattern pattern) {
                 }
             });
         } catch (IOException e) {
-            e.printStackTrace();
+            ResourceManager.LOGGER.error("Failed to get resource locations of pattern {} from file root '{}'", pattern.pattern(), root, e);
         }
 
         return result;
diff --git a/src/main/java/de/igslandstuhl/database/server/resources/ResourceManager.java b/src/main/java/de/igslandstuhl/database/server/resources/ResourceManager.java
index 567495c..9f26871 100644
--- a/src/main/java/de/igslandstuhl/database/server/resources/ResourceManager.java
+++ b/src/main/java/de/igslandstuhl/database/server/resources/ResourceManager.java
@@ -19,6 +19,9 @@
 import java.util.regex.Pattern;
 import java.util.stream.Stream;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import com.google.gson.Gson;
 import com.google.gson.reflect.TypeToken;
 
@@ -29,6 +32,7 @@
  * Manages Resources in the application
  */
 public class ResourceManager {
+    public static final Logger LOGGER = LoggerFactory.getLogger(ResourceManager.class);
     private final List<ResourceProvider> providers;
     public ResourceManager(ResourceProvider... providers) {
         this.providers = Arrays.asList(providers);
diff --git a/src/main/java/de/igslandstuhl/database/server/sql/SQLMultipleAccessesException.java b/src/main/java/de/igslandstuhl/database/server/sql/SQLMultipleAccessesException.java
index c4bdf58..97f54bb 100644
--- a/src/main/java/de/igslandstuhl/database/server/sql/SQLMultipleAccessesException.java
+++ b/src/main/java/de/igslandstuhl/database/server/sql/SQLMultipleAccessesException.java
@@ -2,7 +2,7 @@
 
 public class SQLMultipleAccessesException extends RuntimeException {
     public SQLMultipleAccessesException() {}
-    public SQLMultipleAccessesException(String msg) { super(msg); System.out.println("Test");}
+    public SQLMultipleAccessesException(String msg) { super(msg); }
     public SQLMultipleAccessesException(Throwable cause) { super(cause); }
     public SQLMultipleAccessesException(String msg, Throwable cause) { super(msg, cause); }
 }
diff --git a/src/main/java/de/igslandstuhl/database/server/sql/SQLiteConnection.java b/src/main/java/de/igslandstuhl/database/server/sql/SQLiteConnection.java
index a39a389..7208b49 100644
--- a/src/main/java/de/igslandstuhl/database/server/sql/SQLiteConnection.java
+++ b/src/main/java/de/igslandstuhl/database/server/sql/SQLiteConnection.java
@@ -10,6 +10,9 @@
 import java.sql.Statement;
 import java.util.regex.Pattern;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import de.igslandstuhl.database.server.Server;
 import de.igslandstuhl.database.utils.TrackingReadWriteLock;
 
@@ -38,6 +41,8 @@ public Connection getSQLConnection() {
 
     private final TrackingReadWriteLock lock = new TrackingReadWriteLock();
 
+    private final Logger LOGGER = LoggerFactory.getLogger(getClass());
+
     /**
      * Creates the necessary tables in the database by executing SQL scripts.
      * This method reads SQL files matching the pattern "./tables/*.sql" (regex: .*tables.+\\.sql) and executes their content.
@@ -157,6 +162,7 @@ public void closePendingStatement() throws SQLException {
      * @throws SQLException if an SQL error occurs during table creation
      */
     public void createTables() throws SQLException {
+        LOGGER.debug("Creating Database Tables...");
         executeVoidProcessSecure(this::createTables);
     }
     
diff --git a/src/main/java/de/igslandstuhl/database/server/webserver/AccessManager.java b/src/main/java/de/igslandstuhl/database/server/webserver/AccessManager.java
index f287017..53ca04a 100644
--- a/src/main/java/de/igslandstuhl/database/server/webserver/AccessManager.java
+++ b/src/main/java/de/igslandstuhl/database/server/webserver/AccessManager.java
@@ -5,6 +5,9 @@
 import java.util.List;
 import java.util.Map;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import de.igslandstuhl.database.Registry;
 import de.igslandstuhl.database.api.User;
 import de.igslandstuhl.database.server.Server;
@@ -15,6 +18,7 @@
  * It determines whether a user has access to a specific resource based on predefined rules.
  */
 public class AccessManager {
+    private static final Logger LOGGER = LoggerFactory.getLogger(AccessManager.class);
     private static final AccessManager INSTANCE = new AccessManager();
     public static AccessManager getInstance() {
         return INSTANCE;
@@ -60,6 +64,7 @@ public static AccessManager getInstance() {
 
     @SuppressWarnings("unchecked")
     private AccessManager() {
+        LOGGER.info("Setting up AccessManager...");
         ResourceLocation metaLocation = new ResourceLocation("meta", "paths", "spaces.json");
         String userSpace = "user";
         String teacherSpace = "teacher";
@@ -71,6 +76,7 @@ private AccessManager() {
         String[] teacherLocations = {};
         String[] adminLocations = {"students", "teachers", "classes"};
         try {
+            LOGGER.debug("Trying to read spaces metadata...");
             Map<String, ?> pathData = Server.getInstance().getResourceManager().readJsonResourceAsMap(metaLocation);
             List<String> publicSpacesList = (List<String>) pathData.get("public_spaces");
             List<String> publicLocationsList = (List<String>) pathData.get("public_locations");
@@ -86,8 +92,7 @@ private AccessManager() {
             teacherLocations = teacherLocationsList.toArray(new String[teacherLocationsList.size()]);
             adminLocations = adminLocationsList.toArray(new String[adminLocationsList.size()]);
         } catch (IOException e) {
-            System.err.println("Could not read spaces metadata!");
-            e.printStackTrace();
+            LOGGER.error("Could not read spaces metadata!", e);
         } finally {
             USER_SPACE = userSpace;
             TEACHER_SPACE = teacherSpace;
diff --git a/src/main/java/de/igslandstuhl/database/server/webserver/WebPath.java b/src/main/java/de/igslandstuhl/database/server/webserver/WebPath.java
index 3c11767..075401d 100644
--- a/src/main/java/de/igslandstuhl/database/server/webserver/WebPath.java
+++ b/src/main/java/de/igslandstuhl/database/server/webserver/WebPath.java
@@ -4,16 +4,22 @@
 import java.util.List;
 import java.util.Map;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import de.igslandstuhl.database.Registry;
 import de.igslandstuhl.database.server.Server;
 import de.igslandstuhl.database.server.resources.ResourceLocation;
 import de.igslandstuhl.database.server.webserver.requests.RequestType;
 
 public record WebPath(RequestType type, String handlerType, List<String> namespaces, String context, AccessLevel accessLevel) {
+    private static final Logger LOGGER = LoggerFactory.getLogger(WebPath.class);
+
     public static void registerPath(String path, RequestType type, String handlerType, List<String> namespaces, String context, AccessLevel accessLevel) {
         Registry.webPathRegistry().register(path, new WebPath(type, handlerType, namespaces, context, accessLevel));
     }
     public static void registerPaths() throws IOException {
+        LOGGER.info("Registering get request paths...");
         if (Registry.webPathRegistry().stream().count() > 0) return; // already registered
         ResourceLocation metaLocation = new ResourceLocation("meta", "paths", "get_paths.json");
         Map<String, ?> pathData = Server.getInstance().getResourceManager().readJsonResourceMerged(metaLocation);
diff --git a/src/main/java/de/igslandstuhl/database/server/webserver/handlers/GetRequestHandler.java b/src/main/java/de/igslandstuhl/database/server/webserver/handlers/GetRequestHandler.java
index ff9e130..befe33a 100644
--- a/src/main/java/de/igslandstuhl/database/server/webserver/handlers/GetRequestHandler.java
+++ b/src/main/java/de/igslandstuhl/database/server/webserver/handlers/GetRequestHandler.java
@@ -2,6 +2,9 @@
 
 import java.util.List;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import de.igslandstuhl.database.Registry;
 import de.igslandstuhl.database.api.User;
 import de.igslandstuhl.database.server.Server;
@@ -15,6 +18,7 @@
 import de.igslandstuhl.database.utils.ThrowingFunction;
 
 public class GetRequestHandler {
+    private static final Logger LOGGER = LoggerFactory.getLogger(GetRequestHandler.class);
     private static final GetRequestHandler instance = new GetRequestHandler();
     public static GetRequestHandler getInstance() {
         return instance;
@@ -65,6 +69,7 @@ public static GetResponse handlePluginRequest(GetRequest request) {
     }
 
     public final void registerHandlers() {
+        LOGGER.info("Registering Get Request Handlers...");
         if (Registry.getRequestHandlerRegistry().stream().count() > 0) return; // already registered
         List<String> getPaths = Registry.webPathRegistry().keyStream().filter((p) -> Registry.webPathRegistry().get(p).type() == RequestType.GET).toList();
         for (String path : getPaths) {
diff --git a/src/main/java/de/igslandstuhl/database/server/webserver/handlers/HttpHandler.java b/src/main/java/de/igslandstuhl/database/server/webserver/handlers/HttpHandler.java
index 2477732..d64604b 100644
--- a/src/main/java/de/igslandstuhl/database/server/webserver/handlers/HttpHandler.java
+++ b/src/main/java/de/igslandstuhl/database/server/webserver/handlers/HttpHandler.java
@@ -1,5 +1,8 @@
 package de.igslandstuhl.database.server.webserver.handlers;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import de.igslandstuhl.database.Registry;
 import de.igslandstuhl.database.server.Server;
 import de.igslandstuhl.database.server.webserver.AccessLevel;
@@ -12,6 +15,7 @@
 import de.igslandstuhl.database.utils.ThrowingFunction;
 
 public class HttpHandler<Rq extends HttpRequest> {
+    public static final Logger LOGGER = LoggerFactory.getLogger(HttpHandler.class);
     private final String path;
     private final AccessLevel accessLevel;
     private final ThrowingFunction<Rq, HttpResponse> handler;
@@ -31,13 +35,13 @@ public HttpResponse handleHttpRequest(Rq request) {
         if (!accessLevel.hasAccess(sessionManager.getSessionUser(request))) {
             return HttpResponse.error(request, Status.UNAUTHORIZED);
         } else if (!path.equals(request.getPath().split("\\?")[0])) {
-            System.err.println("Wrong path for HTTP handler: " + handler + ", path: " + request.getPath());
+            LOGGER.error("Wrong path for HTTP handler: path {} does not match handler path {}", request.getPath(), path);
             return HttpResponse.error(request, Status.INTERNAL_SERVER_ERROR);
         } else {
             try {
                 return handler.apply(request);
             } catch (Throwable t) {
-                t.printStackTrace();
+                LOGGER.error("Failed to apply HTTP handler", t);
                 return HttpResponse.error(request, Status.INTERNAL_SERVER_ERROR);
             }
         }
diff --git a/src/main/java/de/igslandstuhl/database/server/webserver/handlers/PostRequestHandler.java b/src/main/java/de/igslandstuhl/database/server/webserver/handlers/PostRequestHandler.java
index 5bbb557..c9d5991 100644
--- a/src/main/java/de/igslandstuhl/database/server/webserver/handlers/PostRequestHandler.java
+++ b/src/main/java/de/igslandstuhl/database/server/webserver/handlers/PostRequestHandler.java
@@ -14,6 +14,8 @@
 
 import org.owasp.html.PolicyFactory;
 import org.owasp.html.Sanitizers;
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
 
 import com.google.gson.reflect.TypeToken;
 
@@ -66,6 +68,8 @@ private PostRequestHandler() {
         // Private constructor to prevent instantiation
     }
 
+    private static final Logger LOGGER = LoggerFactory.getLogger(PostRequestHandler.class);
+
     /**
      * Handles the POST request based on the path specified in the request.
      * It routes the request to the appropriate handler method based on the path.
@@ -91,7 +95,7 @@ private static String prepare(String webInput, boolean sanitize) {
         try {
             webInput = URLDecoder.decode(webInput, StandardCharsets.UTF_8.name());
         } catch (UnsupportedEncodingException e) {
-            e.printStackTrace();
+            LOGGER.error("Encoding is not supported by URLDecoder", e);
         }
                 ;
         if (sanitize) {
@@ -166,6 +170,7 @@ public static <T extends APIObject> PostResponse handleObjectAction(APIPostReque
         return successMessage;
     }
     public static void registerHandlers() {
+        LOGGER.info("Registering Post Request Handlers...");
         HttpHandler.registerPostRequestHandler("/login", AccessLevel.PUBLIC, (rq) -> {
             String username = prepare(rq.getString("username"), false);
             // Do not sanitize / url-decode password to allow special characters like %
diff --git a/src/main/java/de/igslandstuhl/database/server/webserver/handlers/get/SQLRequestHandler.java b/src/main/java/de/igslandstuhl/database/server/webserver/handlers/get/SQLRequestHandler.java
index 391c9f4..37bd4e1 100644
--- a/src/main/java/de/igslandstuhl/database/server/webserver/handlers/get/SQLRequestHandler.java
+++ b/src/main/java/de/igslandstuhl/database/server/webserver/handlers/get/SQLRequestHandler.java
@@ -3,6 +3,9 @@
 import java.util.HashSet;
 import java.util.Set;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import de.igslandstuhl.database.Registry;
 import de.igslandstuhl.database.api.SchoolClass;
 import de.igslandstuhl.database.api.Student;
@@ -12,12 +15,15 @@
 
 @FunctionalInterface
 public interface SQLRequestHandler {
+    public static final Logger LOGGER = LoggerFactory.getLogger(SQLRequestHandler.class);
     public String get(User user);
 
     public static String getResource(String resource, User user) {
         return Registry.sqlRequestHandlerRegistry().get(resource).get(user);
     }
     public static void register() {
+        LOGGER.info("Registering SQL request handlers...");
+
         Registry.sqlRequestHandlerRegistry().register("mydata", (user) -> user.toJSON());
 
         Registry.sqlRequestHandlerRegistry().register("mysubjects", (user) -> {
diff --git a/src/main/java/de/igslandstuhl/database/server/webserver/responses/GetResponse.java b/src/main/java/de/igslandstuhl/database/server/webserver/responses/GetResponse.java
index 71d10da..7189ed0 100644
--- a/src/main/java/de/igslandstuhl/database/server/webserver/responses/GetResponse.java
+++ b/src/main/java/de/igslandstuhl/database/server/webserver/responses/GetResponse.java
@@ -11,6 +11,7 @@
 import de.igslandstuhl.database.server.webserver.ContentType;
 import de.igslandstuhl.database.server.webserver.NoWebResourceException;
 import de.igslandstuhl.database.server.webserver.Status;
+import de.igslandstuhl.database.server.webserver.handlers.HttpHandler;
 import de.igslandstuhl.database.server.webserver.handlers.get.PluginRequestHandler;
 import de.igslandstuhl.database.server.webserver.requests.HttpRequest;
 
@@ -211,7 +212,7 @@ public void respond(PrintStream out) {
         } catch (FileNotFoundException e) {
             notFound(request).respond(out);
         } catch (Exception e) {
-            e.printStackTrace();
+            HttpHandler.LOGGER.warn("Exception while trying to write output stream for get request {}", request, e);
             if (status != Status.INTERNAL_SERVER_ERROR) {
                 internalServerError(request).respond(out);
             } else {
diff --git a/src/main/java/de/igslandstuhl/database/server/webserver/responses/PostResponse.java b/src/main/java/de/igslandstuhl/database/server/webserver/responses/PostResponse.java
index 344de23..9226521 100644
--- a/src/main/java/de/igslandstuhl/database/server/webserver/responses/PostResponse.java
+++ b/src/main/java/de/igslandstuhl/database/server/webserver/responses/PostResponse.java
@@ -12,6 +12,7 @@
 import de.igslandstuhl.database.server.webserver.Cookie;
 import de.igslandstuhl.database.server.webserver.NoWebResourceException;
 import de.igslandstuhl.database.server.webserver.Status;
+import de.igslandstuhl.database.server.webserver.handlers.HttpHandler;
 import de.igslandstuhl.database.server.webserver.requests.HttpRequest;
 import de.igslandstuhl.database.server.webserver.requests.PostRequest;
 
@@ -165,7 +166,7 @@ public static PostResponse getResource(ResourceLocation resourceLocation, String
         } catch (FileNotFoundException e) {
             return notFound("The requested resource was not found: " + resourceLocation, request);
         } catch (Exception e) {
-            e.printStackTrace();
+            HttpHandler.LOGGER.warn("Failed to get resource for request {} on resource location {}", request, resourceLocation);
             return internalServerError("An error occurred while processing your request.", request);
         }
     }
diff --git a/src/main/java/de/igslandstuhl/database/server/webserver/sessions/SessionManager.java b/src/main/java/de/igslandstuhl/database/server/webserver/sessions/SessionManager.java
index 4c226ee..dd5114c 100644
--- a/src/main/java/de/igslandstuhl/database/server/webserver/sessions/SessionManager.java
+++ b/src/main/java/de/igslandstuhl/database/server/webserver/sessions/SessionManager.java
@@ -5,12 +5,16 @@
 import java.util.Map;
 import java.util.UUID;
 
+import org.slf4j.Logger;
+import org.slf4j.LoggerFactory;
+
 import de.igslandstuhl.database.api.User;
 import de.igslandstuhl.database.server.webserver.Cookie;
 import de.igslandstuhl.database.server.webserver.handlers.SessionValidationResult;
 import de.igslandstuhl.database.server.webserver.requests.HttpRequest;
 
 public class SessionManager {
+    private static final Logger LOGGER = LoggerFactory.getLogger(SessionManager.class);
     private Map<UUID,Session> sessionStore = new HashMap<>();
     /**
      * A map to store session IDs and their associated usernames.
@@ -33,6 +37,7 @@ public SessionManager(int sessionExpireDuration, int maximumInactivityDuration,
         this.sessionExpireDuration = sessionExpireDuration;
         this.maximumInactivityDuration = maximumInactivityDuration;
         this.maxRequests = maxRequests;
+        LOGGER.debug("Starting session cleanup job...");
         new Thread(this::cleanSecondsJob, "Session Expiring").start();
     }
 
@@ -63,7 +68,7 @@ private void cleanSecondsJob() {
             try {
                 Thread.sleep(60000);
             } catch (InterruptedException e) {
-                e.printStackTrace();
+                LOGGER.warn("Session manager cleanup job interrupted while sleeping", e);
             }
         }
     }
@@ -76,18 +81,18 @@ public SessionValidationResult validateSession(HttpRequest request) {
         count++;
         requestCount.set(request, count);
         if (count > maxRequests && !getSessionUser(request).isAdmin()) {
-            System.out.println("Ratelimit!");
+            LOGGER.warn("Needed to put {} under rate limit: {} requests of maximum {} allowed", getSessionUser(request).getUsername(), count, maxRequests);
             return SessionValidationResult.RATE_LIMITED;
         }
 
         String userAgent = request.getUserAgent();
         if (!getSession(request).getUserAgent().equals(userAgent)) {
-            System.err.println("SEVERE WARNING: POTENTIAL ATTACK: faked session id (device changed), for user " + getSessionUser(request));
+            LOGGER.warn("faked session id (device changed), for user {}" + getSessionUser(request));
             return SessionValidationResult.INVALID_SESSION;
         }
         String ip = request.getIP();
         if (!getSession(request).getIpAddress().equals(ip)) {
-            System.err.println("SEVERE WARNING: POTENTIAL ATTACK: faked session id (ip address changed) for user " + getSessionUser(request));
+            LOGGER.warn("faked session id (ip address changed) for user {}" + getSessionUser(request));
             return SessionValidationResult.INVALID_SESSION;
         }
 
diff --git a/src/main/java/de/igslandstuhl/database/utils/CommandLineUtils.java b/src/main/java/de/igslandstuhl/database/utils/CommandLineUtils.java
index 8f43174..7cb11b0 100644
--- a/src/main/java/de/igslandstuhl/database/utils/CommandLineUtils.java
+++ b/src/main/java/de/igslandstuhl/database/utils/CommandLineUtils.java
@@ -34,6 +34,6 @@ public static void waitForCommandAndExec() {
         String line = input();
         String[] args = line.trim().split(" ");
         String command = args[0];
-        System.out.println(Command.executeCommand(command, Arrays.copyOfRange(args, 1, args.length)));
+        Command.LOGGER.info("[Commands] {}", Command.executeCommand(command, Arrays.copyOfRange(args, 1, args.length)));
     }
 }
diff --git a/src/main/resources/logback.xml b/src/main/resources/logback.xml
new file mode 100644
index 0000000..5bd4cbc
--- /dev/null
+++ b/src/main/resources/logback.xml
@@ -0,0 +1,48 @@
+<configuration>
+
+    <!-- Console -->
+    <appender name="CONSOLE"
+                class="ch.qos.logback.core.ConsoleAppender">
+
+        <encoder>
+            <pattern>
+                %yellow(%d{HH:mm:ss}) [%cyan(%thread)|%magenta(%logger{20})] %highlight([%level]: %msg%n%ex)
+            </pattern>
+        </encoder>
+    </appender>
+
+    <!-- File -->
+    <appender name="FILE"
+                class="ch.qos.logback.core.rolling.RollingFileAppender">
+
+        <file>logs/latest.log</file>
+
+        <rollingPolicy
+            class="ch.qos.logback.core.rolling.TimeBasedRollingPolicy">
+
+            <fileNamePattern>
+                logs/archive/app-%d{yyyy-MM-dd}.log
+            </fileNamePattern>
+
+            <maxHistory>30</maxHistory>
+
+        </rollingPolicy>
+
+        <encoder>
+            <pattern>
+                %d{yyyy-MM-dd HH:mm:ss}
+                [%thread]
+                %-5level
+                %logger{36}
+                - %msg%n
+            </pattern>
+        </encoder>
+    </appender>
+
+    <!-- Root Logger -->
+    <root level="DEBUG">
+        <appender-ref ref="CONSOLE"/>
+        <appender-ref ref="FILE"/>
+    </root>
+
+</configuration>
\ No newline at end of file