diff --git a/Server/DB/Documents/Character.cs b/Server/DB/Documents/Character.cs
index c3c21e1..1040c93 100644
--- a/Server/DB/Documents/Character.cs
+++ b/Server/DB/Documents/Character.cs
@@ -30,6 +30,7 @@ public class Character
     public Gender Gender { get; set; }
     public long Experience { get; set; }
     public byte Level { get; set; }
+    [DeleteBehavior(DeleteBehavior.Cascade)]
     public virtual ICollection<InventoryItem> InventoryItems { get; set; }
 
     public BaseStats BaseStats { get; set; }
diff --git a/Server/DB/Migrations/20231121205726_MissingCascadeDeletionOnCharacter.Designer.cs b/Server/DB/Migrations/20231121205726_MissingCascadeDeletionOnCharacter.Designer.cs
new file mode 100644
index 0000000..4549898
--- /dev/null
+++ b/Server/DB/Migrations/20231121205726_MissingCascadeDeletionOnCharacter.Designer.cs
@@ -0,0 +1,338 @@
+// <auto-generated />
+using System;
+using Microsoft.EntityFrameworkCore;
+using Microsoft.EntityFrameworkCore.Infrastructure;
+using Microsoft.EntityFrameworkCore.Migrations;
+using Microsoft.EntityFrameworkCore.Storage.ValueConversion;
+using Npgsql.EntityFrameworkCore.PostgreSQL.Metadata;
+using Server.DB;
+
+#nullable disable
+
+namespace Server.DB.Migrations
+{
+    [DbContext(typeof(WonderkingContext))]
+    [Migration("20231121205726_MissingCascadeDeletionOnCharacter")]
+    partial class MissingCascadeDeletionOnCharacter
+    {
+        /// <inheritdoc />
+        protected override void BuildTargetModel(ModelBuilder modelBuilder)
+        {
+#pragma warning disable 612, 618
+            modelBuilder
+                .HasAnnotation("ProductVersion", "8.0.0")
+                .HasAnnotation("Proxies:ChangeTracking", false)
+                .HasAnnotation("Proxies:CheckEquality", false)
+                .HasAnnotation("Proxies:LazyLoading", true)
+                .HasAnnotation("Relational:MaxIdentifierLength", 63);
+
+            NpgsqlModelBuilderExtensions.UseIdentityByDefaultColumns(modelBuilder);
+
+            modelBuilder.Entity("Server.DB.Documents.Account", b =>
+                {
+                    b.Property<Guid>("Id")
+                        .ValueGeneratedOnAdd()
+                        .HasColumnType("uuid");
+
+                    b.Property<string>("Email")
+                        .HasColumnType("text");
+
+                    b.Property<byte[]>("Password")
+                        .HasColumnType("bytea");
+
+                    b.Property<byte>("PermissionLevel")
+                        .HasColumnType("smallint");
+
+                    b.Property<byte[]>("Salt")
+                        .HasColumnType("bytea");
+
+                    b.Property<string>("Username")
+                        .HasMaxLength(20)
+                        .HasColumnType("varchar(20)");
+
+                    b.HasKey("Id");
+
+                    b.HasIndex("Id")
+                        .IsUnique();
+
+                    b.HasIndex("Username")
+                        .IsUnique();
+
+                    b.ToTable("Accounts");
+                });
+
+            modelBuilder.Entity("Server.DB.Documents.Character", b =>
+                {
+                    b.Property<Guid>("Id")
+                        .ValueGeneratedOnAdd()
+                        .HasColumnType("uuid");
+
+                    b.Property<Guid?>("AccountId")
+                        .HasColumnType("uuid");
+
+                    b.Property<long>("Experience")
+                        .HasColumnType("bigint");
+
+                    b.Property<byte>("Gender")
+                        .HasColumnType("smallint");
+
+                    b.Property<Guid?>("GuildId")
+                        .HasColumnType("uuid");
+
+                    b.Property<int>("Health")
+                        .HasColumnType("integer");
+
+                    b.Property<short>("LastXCoordinate")
+                        .HasColumnType("smallint");
+
+                    b.Property<short>("LastYCoordinate")
+                        .HasColumnType("smallint");
+
+                    b.Property<byte>("Level")
+                        .HasColumnType("smallint");
+
+                    b.Property<int>("Mana")
+                        .HasColumnType("integer");
+
+                    b.Property<int>("MapId")
+                        .HasColumnType("integer");
+
+                    b.Property<string>("Name")
+                        .HasMaxLength(20)
+                        .HasColumnType("varchar(20)");
+
+                    b.Property<byte>("PvPLevel")
+                        .HasColumnType("smallint");
+
+                    b.HasKey("Id");
+
+                    b.HasIndex("AccountId");
+
+                    b.HasIndex("GuildId");
+
+                    b.HasIndex("Id")
+                        .IsUnique();
+
+                    b.HasIndex("Name")
+                        .IsUnique();
+
+                    b.ToTable("Characters");
+                });
+
+            modelBuilder.Entity("Server.DB.Documents.Guild", b =>
+                {
+                    b.Property<Guid>("Id")
+                        .ValueGeneratedOnAdd()
+                        .HasColumnType("uuid");
+
+                    b.Property<string>("Name")
+                        .HasColumnType("text");
+
+                    b.Property<string>("Notice")
+                        .HasColumnType("text");
+
+                    b.HasKey("Id");
+
+                    b.ToTable("Guilds");
+                });
+
+            modelBuilder.Entity("Server.DB.Documents.GuildMember", b =>
+                {
+                    b.Property<Guid>("Id")
+                        .ValueGeneratedOnAdd()
+                        .HasColumnType("uuid");
+
+                    b.Property<Guid?>("CharacterId")
+                        .HasColumnType("uuid");
+
+                    b.Property<Guid?>("GuildId")
+                        .HasColumnType("uuid");
+
+                    b.Property<byte>("Rank")
+                        .HasColumnType("smallint");
+
+                    b.HasKey("Id");
+
+                    b.HasIndex("CharacterId");
+
+                    b.HasIndex("GuildId");
+
+                    b.ToTable("GuildMember");
+                });
+
+            modelBuilder.Entity("Server.DB.Documents.InventoryItem", b =>
+                {
+                    b.Property<Guid>("Id")
+                        .ValueGeneratedOnAdd()
+                        .HasColumnType("uuid");
+
+                    b.Property<byte>("AddOption")
+                        .HasColumnType("smallint");
+
+                    b.Property<byte>("AddOption2")
+                        .HasColumnType("smallint");
+
+                    b.Property<byte>("AddOption3")
+                        .HasColumnType("smallint");
+
+                    b.Property<Guid?>("CharacterId")
+                        .HasColumnType("uuid");
+
+                    b.Property<int>("Count")
+                        .HasColumnType("integer");
+
+                    b.Property<byte>("InventoryTab")
+                        .HasColumnType("smallint");
+
+                    b.Property<int>("ItemId")
+                        .HasColumnType("integer");
+
+                    b.Property<byte>("Level")
+                        .HasColumnType("smallint");
+
+                    b.Property<short>("Option")
+                        .HasColumnType("smallint");
+
+                    b.Property<short>("Option2")
+                        .HasColumnType("smallint");
+
+                    b.Property<short>("Option3")
+                        .HasColumnType("smallint");
+
+                    b.Property<byte>("Rarity")
+                        .HasColumnType("smallint");
+
+                    b.Property<byte>("Slot")
+                        .HasColumnType("smallint");
+
+                    b.HasKey("Id");
+
+                    b.HasIndex("CharacterId");
+
+                    b.ToTable("InventoryItems");
+                });
+
+            modelBuilder.Entity("Server.DB.Documents.Character", b =>
+                {
+                    b.HasOne("Server.DB.Documents.Account", "Account")
+                        .WithMany("Characters")
+                        .HasForeignKey("AccountId");
+
+                    b.HasOne("Server.DB.Documents.Guild", "Guild")
+                        .WithMany()
+                        .HasForeignKey("GuildId");
+
+                    b.OwnsOne("Wonderking.Packets.Outgoing.Data.BaseStats", "BaseStats", b1 =>
+                        {
+                            b1.Property<Guid>("CharacterId")
+                                .HasColumnType("uuid");
+
+                            b1.Property<short>("Dexterity")
+                                .HasColumnType("smallint")
+                                .HasAnnotation("Relational:JsonPropertyName", "dexterity");
+
+                            b1.Property<short>("Intelligence")
+                                .HasColumnType("smallint")
+                                .HasAnnotation("Relational:JsonPropertyName", "intelligence");
+
+                            b1.Property<short>("Luck")
+                                .HasColumnType("smallint")
+                                .HasAnnotation("Relational:JsonPropertyName", "luck");
+
+                            b1.Property<short>("Strength")
+                                .HasColumnType("smallint")
+                                .HasAnnotation("Relational:JsonPropertyName", "strength");
+
+                            b1.Property<short>("Vitality")
+                                .HasColumnType("smallint")
+                                .HasAnnotation("Relational:JsonPropertyName", "vitality");
+
+                            b1.Property<short>("Wisdom")
+                                .HasColumnType("smallint")
+                                .HasAnnotation("Relational:JsonPropertyName", "wisdom");
+
+                            b1.HasKey("CharacterId");
+
+                            b1.ToTable("Characters");
+
+                            b1.WithOwner()
+                                .HasForeignKey("CharacterId");
+                        });
+
+                    b.OwnsOne("Wonderking.Packets.Outgoing.Data.JobData", "JobData", b1 =>
+                        {
+                            b1.Property<Guid>("CharacterId")
+                                .HasColumnType("uuid");
+
+                            b1.Property<byte>("FirstJob")
+                                .HasColumnType("smallint");
+
+                            b1.Property<byte>("FourthJob")
+                                .HasColumnType("smallint");
+
+                            b1.Property<byte>("SecondJob")
+                                .HasColumnType("smallint");
+
+                            b1.Property<byte>("ThirdJob")
+                                .HasColumnType("smallint");
+
+                            b1.HasKey("CharacterId");
+
+                            b1.ToTable("Characters");
+
+                            b1.WithOwner()
+                                .HasForeignKey("CharacterId");
+                        });
+
+                    b.Navigation("Account");
+
+                    b.Navigation("BaseStats");
+
+                    b.Navigation("Guild");
+
+                    b.Navigation("JobData");
+                });
+
+            modelBuilder.Entity("Server.DB.Documents.GuildMember", b =>
+                {
+                    b.HasOne("Server.DB.Documents.Character", "Character")
+                        .WithMany()
+                        .HasForeignKey("CharacterId");
+
+                    b.HasOne("Server.DB.Documents.Guild", "Guild")
+                        .WithMany("GuildMembers")
+                        .HasForeignKey("GuildId");
+
+                    b.Navigation("Character");
+
+                    b.Navigation("Guild");
+                });
+
+            modelBuilder.Entity("Server.DB.Documents.InventoryItem", b =>
+                {
+                    b.HasOne("Server.DB.Documents.Character", "Character")
+                        .WithMany("InventoryItems")
+                        .HasForeignKey("CharacterId")
+                        .OnDelete(DeleteBehavior.Cascade);
+
+                    b.Navigation("Character");
+                });
+
+            modelBuilder.Entity("Server.DB.Documents.Account", b =>
+                {
+                    b.Navigation("Characters");
+                });
+
+            modelBuilder.Entity("Server.DB.Documents.Character", b =>
+                {
+                    b.Navigation("InventoryItems");
+                });
+
+            modelBuilder.Entity("Server.DB.Documents.Guild", b =>
+                {
+                    b.Navigation("GuildMembers");
+                });
+#pragma warning restore 612, 618
+        }
+    }
+}
diff --git a/Server/DB/Migrations/20231121205726_MissingCascadeDeletionOnCharacter.cs b/Server/DB/Migrations/20231121205726_MissingCascadeDeletionOnCharacter.cs
new file mode 100644
index 0000000..8761e48
--- /dev/null
+++ b/Server/DB/Migrations/20231121205726_MissingCascadeDeletionOnCharacter.cs
@@ -0,0 +1,42 @@
+// Copyright (c) 2023 Timothy Schenk. Subject to the GNU AGPL Version 3 License.
+
+using Microsoft.EntityFrameworkCore.Migrations;
+
+#nullable disable
+
+namespace Server.DB.Migrations;
+
+/// <inheritdoc />
+public partial class MissingCascadeDeletionOnCharacter : Migration
+{
+    /// <inheritdoc />
+    protected override void Up(MigrationBuilder migrationBuilder)
+    {
+        migrationBuilder.DropForeignKey(
+            name: "FK_InventoryItems_Characters_CharacterId",
+            table: "InventoryItems");
+
+        migrationBuilder.AddForeignKey(
+            name: "FK_InventoryItems_Characters_CharacterId",
+            table: "InventoryItems",
+            column: "CharacterId",
+            principalTable: "Characters",
+            principalColumn: "Id",
+            onDelete: ReferentialAction.Cascade);
+    }
+
+    /// <inheritdoc />
+    protected override void Down(MigrationBuilder migrationBuilder)
+    {
+        migrationBuilder.DropForeignKey(
+            name: "FK_InventoryItems_Characters_CharacterId",
+            table: "InventoryItems");
+
+        migrationBuilder.AddForeignKey(
+            name: "FK_InventoryItems_Characters_CharacterId",
+            table: "InventoryItems",
+            column: "CharacterId",
+            principalTable: "Characters",
+            principalColumn: "Id");
+    }
+}
diff --git a/Server/DB/Migrations/WonderkingContextModelSnapshot.cs b/Server/DB/Migrations/WonderkingContextModelSnapshot.cs
index 44bf8fc..5e958ba 100644
--- a/Server/DB/Migrations/WonderkingContextModelSnapshot.cs
+++ b/Server/DB/Migrations/WonderkingContextModelSnapshot.cs
@@ -309,7 +309,8 @@ namespace Server.DB.Migrations
                 {
                     b.HasOne("Server.DB.Documents.Character", "Character")
                         .WithMany("InventoryItems")
-                        .HasForeignKey("CharacterId");
+                        .HasForeignKey("CharacterId")
+                        .OnDelete(DeleteBehavior.Cascade);
 
                     b.Navigation("Character");
                 });