diff --git a/DorkNet.Server/Startup/DatabaseBootstrap.cs b/DorkNet.Server/Startup/DatabaseBootstrap.cs
index ddbcc53..f2c3f41 100644
--- a/DorkNet.Server/Startup/DatabaseBootstrap.cs
+++ b/DorkNet.Server/Startup/DatabaseBootstrap.cs
@@ -113,6 +113,7 @@ public static class DatabaseBootstrap
         await EnsureGiftPackageColumnsAsync(db);
         await EnsureAvatarColumnsAsync(db);
         await EnsureMarch2023TablesAsync(db);
+        await EnsureClient2023WireColumnsAsync(db);
 
         // Coach system account at Player.Id=1. The RR-Original room seeder
         // below assigns CreatorPlayerId=1 to every canonical room
@@ -817,6 +818,134 @@ public static class DatabaseBootstrap
         await db.Database.ExecuteSqlRawAsync(sql);
     }
 
+
+    /// <summary>Schema introduced by the 2023-client wire-contract work:
+    /// playlist settings the client can actually set, a host-chosen room code,
+    /// per-role club permissions, the club image gallery, per-message chat
+    /// moderation state, and QA comments on test cases.
+    ///
+    /// This exists for the same reason as the other Ensure* helpers, and the
+    /// reason is worth stating plainly because forgetting it is a live outage:
+    /// the Postgres path is EnsureCreated-only and never replays migrations, so
+    /// an EF migration alone adds nothing to an existing database. A handler
+    /// that selects one of these columns then fails with "column does not
+    /// exist" on every request — which is exactly how club home, matchmake/dorm
+    /// and the presence heartbeat all started returning 500 at once.
+    ///
+    /// Every statement is idempotent, so this is safe to run on a fresh
+    /// database (where EnsureCreated already built everything) and on one that
+    /// predates the change.</summary>
+    private static async Task EnsureClient2023WireColumnsAsync(DorkNetDbContext db)
+    {
+        var provider = db.Database.ProviderName ?? string.Empty;
+        if (provider.Contains("Npgsql", StringComparison.OrdinalIgnoreCase))
+        {
+            var statements = new[]
+            {
+                @"ALTER TABLE ""Playlists"" ADD COLUMN IF NOT EXISTS ""Accessibility"" integer NOT NULL DEFAULT 0;",
+                @"ALTER TABLE ""Playlists"" ADD COLUMN IF NOT EXISTS ""SupportsLevelVoting"" boolean NOT NULL DEFAULT false;",
+                @"ALTER TABLE ""Playlists"" ADD COLUMN IF NOT EXISTS ""SupportsJuniors"" boolean NOT NULL DEFAULT true;",
+                @"ALTER TABLE ""Playlists"" ADD COLUMN IF NOT EXISTS ""SupportsScreens"" boolean NOT NULL DEFAULT true;",
+                @"ALTER TABLE ""Playlists"" ADD COLUMN IF NOT EXISTS ""SupportsTeleportVR"" boolean NOT NULL DEFAULT true;",
+                @"ALTER TABLE ""Playlists"" ADD COLUMN IF NOT EXISTS ""SupportsWalkVR"" boolean NOT NULL DEFAULT true;",
+                @"ALTER TABLE ""Playlists"" ADD COLUMN IF NOT EXISTS ""WarningMask"" integer NOT NULL DEFAULT 0;",
+                @"ALTER TABLE ""Playlists"" ADD COLUMN IF NOT EXISTS ""CustomWarning"" character varying(512) NOT NULL DEFAULT '';",
+                @"ALTER TABLE ""PrivateInstances"" ADD COLUMN IF NOT EXISTS ""RoomCode"" character varying(16) NOT NULL DEFAULT '';",
+                @"ALTER TABLE ""Clubs"" ADD COLUMN IF NOT EXISTS ""MinLevel"" integer NOT NULL DEFAULT 0;",
+                @"ALTER TABLE ""Clubs"" ADD COLUMN IF NOT EXISTS ""ClubChatEnabled"" boolean NOT NULL DEFAULT true;",
+                @"ALTER TABLE ""ChatMessages"" ADD COLUMN IF NOT EXISTS ""ModerationState"" integer NOT NULL DEFAULT 0;",
+                @"ALTER TABLE ""TestCases"" ADD COLUMN IF NOT EXISTS ""CommentsJson"" text NOT NULL DEFAULT '[]';",
+                """
+                CREATE TABLE IF NOT EXISTS "ClubRolePermissions" (
+                    "Id" bigint GENERATED BY DEFAULT AS IDENTITY PRIMARY KEY,
+                    "ClubId" bigint NOT NULL,
+                    "MembershipType" integer NOT NULL,
+                    "EditDetails" boolean NOT NULL DEFAULT false,
+                    "ApproveMember" boolean NOT NULL DEFAULT false,
+                    "CreateEvent" boolean NOT NULL DEFAULT false,
+                    "PostAnnouncement" boolean NOT NULL DEFAULT false,
+                    "EditPermissionSettings" boolean NOT NULL DEFAULT false,
+                    "BanUnban" boolean NOT NULL DEFAULT false,
+                    "UpdatedAt" timestamp with time zone NOT NULL DEFAULT now()
+                );
+                """,
+                @"CREATE UNIQUE INDEX IF NOT EXISTS ""IX_ClubRolePermissions_ClubId_MembershipType"" ON ""ClubRolePermissions"" (""ClubId"", ""MembershipType"");",
+                """
+                CREATE TABLE IF NOT EXISTS "ClubAdditionalImages" (
+                    "Id" bigint GENERATED BY DEFAULT AS IDENTITY PRIMARY KEY,
+                    "ClubId" bigint NOT NULL,
+                    "Slot" integer NOT NULL,
+                    "ImageName" character varying(256) NOT NULL DEFAULT '',
+                    "UpdatedAt" timestamp with time zone NOT NULL DEFAULT now()
+                );
+                """,
+                @"CREATE UNIQUE INDEX IF NOT EXISTS ""IX_ClubAdditionalImages_ClubId_Slot"" ON ""ClubAdditionalImages"" (""ClubId"", ""Slot"");",
+            };
+            foreach (var sql in statements)
+                await db.Database.ExecuteSqlRawAsync(sql);
+            return;
+        }
+
+        // SQLite gets these from Database.Migrate(), but a database that was
+        // baselined past the migration (BaselineExistingSchemaIfNeeded) would
+        // skip them, so add the same columns defensively. SQLite has no
+        // ADD COLUMN IF NOT EXISTS; the duplicate-column error is the success
+        // case on a database that already has them.
+        var sqlite = new[]
+        {
+            @"ALTER TABLE ""Playlists"" ADD COLUMN ""Accessibility"" INTEGER NOT NULL DEFAULT 0;",
+            @"ALTER TABLE ""Playlists"" ADD COLUMN ""SupportsLevelVoting"" INTEGER NOT NULL DEFAULT 0;",
+            @"ALTER TABLE ""Playlists"" ADD COLUMN ""SupportsJuniors"" INTEGER NOT NULL DEFAULT 1;",
+            @"ALTER TABLE ""Playlists"" ADD COLUMN ""SupportsScreens"" INTEGER NOT NULL DEFAULT 1;",
+            @"ALTER TABLE ""Playlists"" ADD COLUMN ""SupportsTeleportVR"" INTEGER NOT NULL DEFAULT 1;",
+            @"ALTER TABLE ""Playlists"" ADD COLUMN ""SupportsWalkVR"" INTEGER NOT NULL DEFAULT 1;",
+            @"ALTER TABLE ""Playlists"" ADD COLUMN ""WarningMask"" INTEGER NOT NULL DEFAULT 0;",
+            @"ALTER TABLE ""Playlists"" ADD COLUMN ""CustomWarning"" TEXT NOT NULL DEFAULT '';",
+            @"ALTER TABLE ""PrivateInstances"" ADD COLUMN ""RoomCode"" TEXT NOT NULL DEFAULT '';",
+            @"ALTER TABLE ""Clubs"" ADD COLUMN ""MinLevel"" INTEGER NOT NULL DEFAULT 0;",
+            @"ALTER TABLE ""Clubs"" ADD COLUMN ""ClubChatEnabled"" INTEGER NOT NULL DEFAULT 1;",
+            @"ALTER TABLE ""ChatMessages"" ADD COLUMN ""ModerationState"" INTEGER NOT NULL DEFAULT 0;",
+            @"ALTER TABLE ""TestCases"" ADD COLUMN ""CommentsJson"" TEXT NOT NULL DEFAULT '[]';",
+        };
+        foreach (var sql in sqlite)
+        {
+            try { await db.Database.ExecuteSqlRawAsync(sql); } catch { }
+        }
+
+        var sqliteTables = new[]
+        {
+            """
+            CREATE TABLE IF NOT EXISTS "ClubRolePermissions" (
+                "Id" INTEGER NOT NULL CONSTRAINT "PK_ClubRolePermissions" PRIMARY KEY AUTOINCREMENT,
+                "ClubId" INTEGER NOT NULL,
+                "MembershipType" INTEGER NOT NULL,
+                "EditDetails" INTEGER NOT NULL DEFAULT 0,
+                "ApproveMember" INTEGER NOT NULL DEFAULT 0,
+                "CreateEvent" INTEGER NOT NULL DEFAULT 0,
+                "PostAnnouncement" INTEGER NOT NULL DEFAULT 0,
+                "EditPermissionSettings" INTEGER NOT NULL DEFAULT 0,
+                "BanUnban" INTEGER NOT NULL DEFAULT 0,
+                "UpdatedAt" TEXT NOT NULL DEFAULT ''
+            );
+            """,
+            @"CREATE UNIQUE INDEX IF NOT EXISTS ""IX_ClubRolePermissions_ClubId_MembershipType"" ON ""ClubRolePermissions"" (""ClubId"", ""MembershipType"");",
+            """
+            CREATE TABLE IF NOT EXISTS "ClubAdditionalImages" (
+                "Id" INTEGER NOT NULL CONSTRAINT "PK_ClubAdditionalImages" PRIMARY KEY AUTOINCREMENT,
+                "ClubId" INTEGER NOT NULL,
+                "Slot" INTEGER NOT NULL,
+                "ImageName" TEXT NOT NULL DEFAULT '',
+                "UpdatedAt" TEXT NOT NULL DEFAULT ''
+            );
+            """,
+            @"CREATE UNIQUE INDEX IF NOT EXISTS ""IX_ClubAdditionalImages_ClubId_Slot"" ON ""ClubAdditionalImages"" (""ClubId"", ""Slot"");",
+        };
+        foreach (var sql in sqliteTables)
+        {
+            try { await db.Database.ExecuteSqlRawAsync(sql); } catch { }
+        }
+    }
+
     private static async Task EnsureMarch2023TablesAsync(DorkNetDbContext db)
     {
         var provider = db.Database.ProviderName ?? string.Empty;