diff --git a/Music/Models/SmartPlaylist.swift b/Music/Models/SmartPlaylist.swift
index 62f54e6..c507f40 100644
--- a/Music/Models/SmartPlaylist.swift
+++ b/Music/Models/SmartPlaylist.swift
@@ -6,11 +6,27 @@ nonisolated struct SmartPlaylist: Codable, Identifiable, Equatable, Hashable, Se
     var name: String
     var searchQuery: String
     var createdAt: Date
+    var conditions: [SmartPlaylistCondition]?
 }
 
 nonisolated extension SmartPlaylist: FetchableRecord, MutablePersistableRecord {
     static let databaseTableName = "smart_playlists"
 
+    // Explicit persistence container so GRDB only writes columns that exist in
+    // the current schema. The `conditions` column is added by migration v5
+    // (Task 3); until then this override keeps inserts/updates compatible.
+    // Once migration v5 lands, delete this method and let GRDB's Codable
+    // synthesis handle both directions consistently.
+    func encode(to container: inout PersistenceContainer) {
+        container["id"] = id
+        container["name"] = name
+        container["searchQuery"] = searchQuery
+        container["createdAt"] = createdAt
+        // `conditions` intentionally omitted: the column doesn't exist yet.
+        // Migration v5 adds it; removing this override at that point lets
+        // GRDB's Codable synthesis encode/decode the JSON column automatically.
+    }
+
     mutating func didInsert(_ inserted: InsertionSuccess) {
         id = inserted.rowID
     }
@@ -26,9 +42,13 @@ extension SmartPlaylist {
         id: Int64? = nil,
         name: String = "Test Smart Playlist",
         searchQuery: String = "test query",
-        createdAt: Date = Date()
+        createdAt: Date = Date(),
+        conditions: [SmartPlaylistCondition]? = nil
     ) -> SmartPlaylist {
-        SmartPlaylist(id: id, name: name, searchQuery: searchQuery, createdAt: createdAt)
+        SmartPlaylist(
+            id: id, name: name, searchQuery: searchQuery,
+            createdAt: createdAt, conditions: conditions
+        )
     }
 }
 #endif
diff --git a/Music/Models/SmartPlaylistCondition.swift b/Music/Models/SmartPlaylistCondition.swift
index 215b1f0..a5626be 100644
--- a/Music/Models/SmartPlaylistCondition.swift
+++ b/Music/Models/SmartPlaylistCondition.swift
@@ -90,7 +90,7 @@ enum ConditionOperator: String, Codable, Identifiable, Sendable {
 
 // Tagged union storing the actual filter value with its type.
 // Uses custom Codable to survive JSON round-trips cleanly.
-enum ConditionValue: Equatable, Sendable {
+enum ConditionValue: Equatable, Hashable, Sendable {
     case string(String)
     case int(Int)
     case double(Double)
@@ -143,7 +143,7 @@ extension ConditionValue: Codable {
     }
 }
 
-nonisolated struct SmartPlaylistCondition: Codable, Equatable, Sendable {
+nonisolated struct SmartPlaylistCondition: Codable, Equatable, Hashable, Sendable {
     var field: TrackField
     var op: ConditionOperator
     var value: ConditionValue
diff --git a/Music/Services/DatabaseService.swift b/Music/Services/DatabaseService.swift
index df26eb4..7a18344 100644
--- a/Music/Services/DatabaseService.swift
+++ b/Music/Services/DatabaseService.swift
@@ -121,11 +121,24 @@ nonisolated final class DatabaseService: Sendable {
 
     // MARK: - Maintenance
 
-    /// Create a self-contained copy of the database at the given path using
-    /// SQLite's online backup API. The copy includes all WAL data and is safe
-    /// to serve or transfer without additional files.
+    /// Create a self-contained copy of the database at the given path.
+    ///
+    /// Uses SQLite's `VACUUM INTO` rather than the online backup API. The online
+    /// backup (`dbPool.backup(to:)`) produced copies whose FTS5 `tracks_ft` shadow
+    /// tables were not transferred, so any `ValueObservation` opened on the copy
+    /// failed with "no such table: tracks_ft" — which left the remote client's
+    /// track list empty even though the row data copied fine. `VACUUM INTO` writes
+    /// a fresh, fully-rebuilt, self-contained database that includes a functional
+    /// FTS5 index and all committed data, with no WAL/SHM side files.
+    ///
+    /// `VACUUM INTO` requires the destination file to not already exist, so any
+    /// stale file at `destinationPath` is removed first.
     func backup(to destinationPath: String) throws {
-        try dbPool.backup(to: DatabaseQueue(path: destinationPath))
+        try? FileManager.default.removeItem(atPath: destinationPath)
+        let escaped = destinationPath.replacingOccurrences(of: "'", with: "''")
+        try dbPool.writeWithoutTransaction { db in
+            try db.execute(sql: "VACUUM INTO '\(escaped)'")
+        }
     }
 
     // MARK: - Write
@@ -447,7 +460,7 @@ nonisolated final class DatabaseService: Sendable {
     func createSmartPlaylist(name: String, searchQuery: String) throws -> SmartPlaylist {
         try dbPool.write { db in
             var smartPlaylist = SmartPlaylist(
-                id: nil, name: name, searchQuery: searchQuery, createdAt: Date()
+                id: nil, name: name, searchQuery: searchQuery, createdAt: Date(), conditions: nil
             )
             try smartPlaylist.insert(db)
             return smartPlaylist
diff --git a/MusicTests/SmartPlaylistTests.swift b/MusicTests/SmartPlaylistTests.swift
index f89f135..5d33112 100644
--- a/MusicTests/SmartPlaylistTests.swift
+++ b/MusicTests/SmartPlaylistTests.swift
@@ -9,7 +9,8 @@ struct SmartPlaylistTests {
             id: nil,
             name: "Miles Davis",
             searchQuery: "miles davis",
-            createdAt: Date()
+            createdAt: Date(),
+            conditions: nil
         )
         #expect(sp.name == "Miles Davis")
         #expect(sp.searchQuery == "miles davis")
@@ -77,6 +78,16 @@ struct SmartPlaylistTests {
         #expect(results[1].title == "Kind of Blue")
     }
 
+    // Creates a SmartPlaylist fixture with conditions and verifies the conditions
+    // field is preserved and the isSmartPlaylist flag is true.
+    @Test func smartPlaylistWithConditions() throws {
+        let conditions = [SmartPlaylistCondition(field: .artist, op: .equals, value: .string("Miles Davis"))]
+        let sp = SmartPlaylist.fixture(conditions: conditions)
+        #expect(sp.conditions?.count == 1)
+        #expect(sp.conditions?[0].field == .artist)
+        #expect(sp.isSmartPlaylist == true)
+    }
+
     // Encodes and decodes a SmartPlaylistCondition to/from JSON,
     // verifying that all fields survive the round-trip.
     @Test func conditionCodableRoundTrip() throws {