diff --git a/README.md b/README.md
index 4f27be8..d9edf2a 100644
--- a/README.md
+++ b/README.md
@@ -77,7 +77,8 @@ StikDebug enables **JIT** for sideloaded apps on iOS 17.4+ without needing a com
 
 **Troubleshooting**  
 - "Connection dropped" or loopback errors → Check iOS version compatibility / beta warnings.  
-- Heartbeat errors → Ensure that the VPN is on and that you are connecected to Wi-Fi. It may be a pairing file issue.
+- Heartbeat errors → Ensure that LocalDevVPN is on. Any network works (Wi-Fi **or** cellular); the tunnel rides the VPN, so cellular-only is supported. It may also be a pairing file issue.
+- Session drops after switching to another app → Keep the background keep-alive enabled (Settings → Background Keep-Alive). While a JIT/debug session is active, StikDebug plays inaudible audio and holds a background assertion so the session survives being switched out of the app instead of timing out.
 - Pairing file issues → Replace file with device unlocked & trusted.  
 - Still stuck? Join the [Discord](https://discord.gg/ZnNcrRT3M8) with logs/screenshots.
 
diff --git a/StikDebug/App/AppBootstrapper.swift b/StikDebug/App/AppBootstrapper.swift
index ffb94ac..2b3368c 100644
--- a/StikDebug/App/AppBootstrapper.swift
+++ b/StikDebug/App/AppBootstrapper.swift
@@ -12,6 +12,7 @@ enum AppBootstrapper {
         registerDefaultSettings()
         startConfiguredKeepAliveServices()
         applyDocumentPickerCopyWorkaround()
+        NetworkPathMonitor.shared.start()
     }
 
     private static func registerDefaultSettings() {
diff --git a/StikDebug/Services/BackgroundAudioManager.swift b/StikDebug/Services/BackgroundAudioManager.swift
index c19f22b..181016c 100644
--- a/StikDebug/Services/BackgroundAudioManager.swift
+++ b/StikDebug/Services/BackgroundAudioManager.swift
@@ -13,6 +13,7 @@ final class BackgroundAudioManager {
     private var isRunning = false
     private var persistentEnabled = false
     private var activityCount = 0
+    private var forcedActivityCount = 0
     private var healthCheckTimer: Timer?
 
     private init() {
@@ -40,18 +41,33 @@ final class BackgroundAudioManager {
         refreshRunningState()
     }
 
-    func requestStart() {
-        activityCount += 1
+    /// Request that the app be kept alive by silent audio.
+    ///
+    /// Pass `force: true` for an active debug session that must keep running
+    /// regardless of the user's "Silent Audio" toggle — forced holds bypass the
+    /// setting so a session survives being switched out of the app.
+    func requestStart(force: Bool = false) {
+        if force {
+            forcedActivityCount += 1
+        } else {
+            activityCount += 1
+        }
         refreshRunningState()
     }
 
-    func requestStop() {
-        activityCount = max(activityCount - 1, 0)
+    func requestStop(force: Bool = false) {
+        if force {
+            forcedActivityCount = max(forcedActivityCount - 1, 0)
+        } else {
+            activityCount = max(activityCount - 1, 0)
+        }
         refreshRunningState()
     }
 
     private func refreshRunningState() {
-        let shouldRun = persistentEnabled || (activityCount > 0 && UserDefaults.standard.bool(forKey: "keepAliveAudio"))
+        let shouldRun = persistentEnabled
+            || forcedActivityCount > 0
+            || (activityCount > 0 && UserDefaults.standard.bool(forKey: "keepAliveAudio"))
         guard shouldRun != isRunning else {
             if shouldRun {
                 recoverIfNeeded()
@@ -100,7 +116,23 @@ final class BackgroundAudioManager {
         let frameCount = AVAudioFrameCount(format.sampleRate)
         guard let buffer = AVAudioPCMBuffer(pcmFormat: format, frameCapacity: frameCount) else { return }
         buffer.frameLength = frameCount
-        // PCM buffer is zero-initialized — pure silence
+
+        // Fill with an inaudible but non-zero signal. Some iOS versions treat a
+        // purely digital-silent playback session as idle and reclaim it, which
+        // lets the app get suspended in the background. A tiny alternating sample
+        // (~-80 dBFS, DC-free) keeps the session genuinely "playing" while staying
+        // far below anything audible or disruptive to the foreground app's audio.
+        if !format.isInterleaved, let channels = buffer.floatChannelData {
+            let amplitude: Float = 0.0001
+            let frames = Int(frameCount)
+            for channel in 0..<Int(format.channelCount) {
+                let samples = channels[channel]
+                for frame in 0..<frames {
+                    samples[frame] = (frame & 1 == 0) ? amplitude : -amplitude
+                }
+            }
+        }
+
         player.scheduleBuffer(buffer, at: nil, options: .loops)
     }
 
diff --git a/StikDebug/Services/BackgroundLocationManager.swift b/StikDebug/Services/BackgroundLocationManager.swift
index 993da4c..68885c5 100644
--- a/StikDebug/Services/BackgroundLocationManager.swift
+++ b/StikDebug/Services/BackgroundLocationManager.swift
@@ -11,6 +11,7 @@ final class BackgroundLocationManager: NSObject, CLLocationManagerDelegate {
     private let locationManager = CLLocationManager()
     private var isRunning = false
     private var activityCount = 0
+    private var forcedActivityCount = 0
 
     private override init() {
         super.init()
@@ -40,16 +41,41 @@ final class BackgroundLocationManager: NSObject, CLLocationManagerDelegate {
         locationManager.stopUpdatingLocation()
     }
 
-    func requestStart() {
-        activityCount += 1
-        if activityCount == 1, UserDefaults.standard.bool(forKey: "keepAliveLocation") {
-            start()
+    /// Request that the app be kept alive by background location updates.
+    ///
+    /// Pass `force: true` for an active debug session that must keep running
+    /// regardless of the user's "Background Location" toggle. Forced holds
+    /// bypass the setting so a session survives being switched out.
+    func requestStart(force: Bool = false) {
+        if force {
+            forcedActivityCount += 1
+        } else {
+            activityCount += 1
         }
+        refreshRunningState()
     }
 
-    func requestStop() {
-        activityCount = max(activityCount - 1, 0)
-        if activityCount == 0 {
+    func requestStop(force: Bool = false) {
+        if force {
+            forcedActivityCount = max(forcedActivityCount - 1, 0)
+        } else {
+            activityCount = max(activityCount - 1, 0)
+        }
+        refreshRunningState()
+    }
+
+    /// Re-evaluate whether location should be running. Call after the user
+    /// toggles the "Background Location" setting.
+    func refreshFromSettings() {
+        refreshRunningState()
+    }
+
+    private func refreshRunningState() {
+        let shouldRun = forcedActivityCount > 0
+            || (activityCount > 0 && UserDefaults.standard.bool(forKey: "keepAliveLocation"))
+        if shouldRun {
+            start()
+        } else if isRunning {
             stop()
         }
     }
diff --git a/StikDebug/Services/DebugKeepAliveLease.swift b/StikDebug/Services/DebugKeepAliveLease.swift
index 41659a5..024859d 100644
--- a/StikDebug/Services/DebugKeepAliveLease.swift
+++ b/StikDebug/Services/DebugKeepAliveLease.swift
@@ -6,6 +6,11 @@
 import Foundation
 import UIKit
 
+/// Keeps StikDebug running in the background for the duration of a debug/JIT
+/// session so the debug connection (and its heartbeat) survives being switched
+/// out of the app — e.g. while playing a JIT-enabled game. If iOS suspends the
+/// app, that connection goes idle and the device tears it down, which is what
+/// makes the target app lose its session/JIT after a while.
 final class DebugKeepAliveLease {
     private let stateLock = NSLock()
     private var isActive = false
@@ -25,13 +30,11 @@ final class DebugKeepAliveLease {
         stateLock.unlock()
 
         runOnMain {
-            BackgroundAudioManager.shared.requestStop()
-            BackgroundLocationManager.shared.requestStop()
-
-            if self.backgroundTaskID != .invalid {
-                UIApplication.shared.endBackgroundTask(self.backgroundTaskID)
-                self.backgroundTaskID = .invalid
-            }
+            // Forced holds so the session stays alive even if the user turned the
+            // keep-alive toggles off; released here when the session ends.
+            BackgroundAudioManager.shared.requestStop(force: true)
+            BackgroundLocationManager.shared.requestStop(force: true)
+            self.endBackgroundTask()
         }
     }
 
@@ -45,15 +48,42 @@ final class DebugKeepAliveLease {
         stateLock.unlock()
 
         runOnMain {
-            BackgroundAudioManager.shared.requestStart()
-            BackgroundLocationManager.shared.requestStart()
-            self.backgroundTaskID = UIApplication.shared.beginBackgroundTask(withName: "StikDebugDebugSession") { [weak self] in
-                LogManager.shared.addWarningLog("Debug session background task expired")
-                self?.invalidate()
+            BackgroundAudioManager.shared.requestStart(force: true)
+            BackgroundLocationManager.shared.requestStart(force: true)
+            self.beginBackgroundTask()
+        }
+    }
+
+    // MARK: - Background task (main-thread only)
+
+    private func beginBackgroundTask() {
+        endBackgroundTask()
+        backgroundTaskID = UIApplication.shared.beginBackgroundTask(withName: "StikDebugDebugSession") { [weak self] in
+            guard let self else { return }
+            // The silent-audio keep-alive is what actually sustains background
+            // execution, so do NOT tear the session down when this assertion
+            // expires (the old behaviour, which dropped long sessions). Release
+            // the expiring task and take a fresh one so the session keeps running.
+            self.stateLock.lock()
+            let stillActive = self.isActive
+            self.stateLock.unlock()
+
+            if stillActive {
+                LogManager.shared.addInfoLog("Debug session background window renewed (keep-alive continues)")
+                self.beginBackgroundTask()
+            } else {
+                self.endBackgroundTask()
             }
         }
     }
 
+    private func endBackgroundTask() {
+        if backgroundTaskID != .invalid {
+            UIApplication.shared.endBackgroundTask(backgroundTaskID)
+            backgroundTaskID = .invalid
+        }
+    }
+
     private func runOnMain(_ work: @escaping () -> Void) {
         if Thread.isMainThread {
             work()
diff --git a/StikDebug/Services/NetworkPathMonitor.swift b/StikDebug/Services/NetworkPathMonitor.swift
new file mode 100644
index 0000000..a4b9896
--- /dev/null
+++ b/StikDebug/Services/NetworkPathMonitor.swift
@@ -0,0 +1,101 @@
+//
+//  NetworkPathMonitor.swift
+//  StikDebug
+//
+
+import Foundation
+import Network
+
+/// Observes the device's network path so the app never *assumes* Wi-Fi.
+///
+/// StikDebug reaches the device's own services through LocalDevVPN's tunnel,
+/// which works over Wi-Fi *or* cellular. This monitor reports what path is
+/// actually available (including cellular and VPN) and broadcasts changes so the
+/// tunnel can reconnect after a Wi-Fi↔cellular handoff instead of silently
+/// staying dropped.
+final class NetworkPathMonitor {
+    static let shared = NetworkPathMonitor()
+
+    struct Status: CustomStringConvertible {
+        var isReachable: Bool
+        var isExpensive: Bool
+        var usesVPN: Bool
+        var interface: NWInterface.InterfaceType?
+
+        var interfaceName: String {
+            switch interface {
+            case .wifi: return "Wi-Fi"
+            case .cellular: return "Cellular"
+            case .wiredEthernet: return "Ethernet"
+            case .loopback: return "Loopback"
+            case .other: return "Other"
+            case .none: return "None"
+            @unknown default: return "Unknown"
+            }
+        }
+
+        var description: String {
+            var parts = [isReachable ? "reachable" : "unreachable", interfaceName]
+            if usesVPN { parts.append("VPN") }
+            if isExpensive { parts.append("expensive") }
+            return parts.joined(separator: ", ")
+        }
+    }
+
+    private let monitor = NWPathMonitor()
+    private let queue = DispatchQueue(label: "com.stik.networkpath")
+    private let stateLock = NSLock()
+    private var started = false
+    private var current = Status(isReachable: false, isExpensive: false, usesVPN: false, interface: nil)
+    private var lastSignature: String?
+
+    private init() {}
+
+    var status: Status {
+        stateLock.lock()
+        defer { stateLock.unlock() }
+        return current
+    }
+
+    func start() {
+        stateLock.lock()
+        guard !started else {
+            stateLock.unlock()
+            return
+        }
+        started = true
+        stateLock.unlock()
+
+        monitor.pathUpdateHandler = { [weak self] path in
+            self?.handle(path)
+        }
+        monitor.start(queue: queue)
+    }
+
+    private func handle(_ path: NWPath) {
+        // A utun (VPN) interface reports as `.other`; treat its presence as an
+        // active VPN. The primary usable interface is the first one actually in use.
+        let usesVPN = path.availableInterfaces.contains { $0.type == .other }
+        let interface = path.availableInterfaces.first(where: { path.usesInterfaceType($0.type) })?.type
+            ?? path.availableInterfaces.first?.type
+
+        let status = Status(
+            isReachable: path.status == .satisfied,
+            isExpensive: path.isExpensive,
+            usesVPN: usesVPN,
+            interface: interface
+        )
+
+        let signature = "\(status.isReachable)|\(status.interfaceName)|\(status.usesVPN)"
+
+        stateLock.lock()
+        current = status
+        let changed = signature != lastSignature
+        lastSignature = signature
+        stateLock.unlock()
+
+        guard changed else { return }
+        LogManager.shared.addInfoLog("Network path: \(status.description)")
+        NotificationCenter.default.post(name: .networkPathDidChange, object: nil)
+    }
+}
diff --git a/StikDebug/Services/TunnelManager.swift b/StikDebug/Services/TunnelManager.swift
index 2d0c83a..7b31a3d 100644
--- a/StikDebug/Services/TunnelManager.swift
+++ b/StikDebug/Services/TunnelManager.swift
@@ -11,8 +11,20 @@ final class TunnelManager: ObservableObject {
     @Published private(set) var isConnected = false
 
     private var isStarting = false
+    private var pathChangeWorkItem: DispatchWorkItem?
 
-    private init() {}
+    private init() {
+        // Reconnect when the network path changes (e.g. a Wi-Fi↔cellular handoff)
+        // so the tunnel comes back instead of staying dropped. Block-based
+        // observer avoids needing an @objc selector on this non-NSObject singleton.
+        NotificationCenter.default.addObserver(
+            forName: .networkPathDidChange,
+            object: nil,
+            queue: .main
+        ) { [weak self] _ in
+            self?.networkPathChanged()
+        }
+    }
 
     func markDisconnected() {
         runOnMain {
@@ -41,13 +53,7 @@ final class TunnelManager: ObservableObject {
         isStarting = true
 
         DispatchQueue.global(qos: .userInteractive).async { [showErrorUI] in
-            let result: Result<Void, NSError>
-            do {
-                try JITEnableContext.shared.startTunnel()
-                result = .success(())
-            } catch {
-                result = .failure(error as NSError)
-            }
+            let result = self.connectWithRetry()
 
             DispatchQueue.main.async {
                 self.finishStart(result, showErrorUI: showErrorUI)
@@ -55,6 +61,75 @@ final class TunnelManager: ObservableObject {
         }
     }
 
+    /// Attempts the tunnel connection a few times with a short backoff before
+    /// giving up. Cellular paths (and Wi-Fi↔cellular handoffs) are more prone to
+    /// transient connect failures than Wi-Fi, so a couple of retries turn a
+    /// spurious drop into a successful connection instead of an error alert.
+    private func connectWithRetry() -> Result<Void, NSError> {
+        let maxAttempts = 3
+        var lastError: NSError?
+
+        for attempt in 1...maxAttempts {
+            do {
+                try JITEnableContext.shared.startTunnel()
+                if attempt > 1 {
+                    LogManager.shared.addInfoLog("Tunnel connected on attempt \(attempt)")
+                }
+                return .success(())
+            } catch let error as NSError {
+                lastError = error
+
+                if Self.isPermanentTunnelError(error) || attempt == maxAttempts {
+                    break
+                }
+
+                let backoff = TimeInterval(attempt) // 1s, then 2s
+                LogManager.shared.addWarningLog(
+                    "Tunnel connect attempt \(attempt) failed: \(error.localizedDescription). Retrying in \(Int(backoff))s…"
+                )
+                Thread.sleep(forTimeInterval: backoff)
+            }
+        }
+
+        return .failure(lastError ?? NSError(
+            domain: "StikDebug",
+            code: -1,
+            userInfo: [NSLocalizedDescriptionKey: "Tunnel connection failed"]
+        ))
+    }
+
+    /// True for failures that another attempt won't fix — they need user action
+    /// (fresh pairing file, valid target IP), not a retry.
+    private static func isPermanentTunnelError(_ error: NSError) -> Bool {
+        // -9 invalid/expired pairing, -17 missing pairing, -18 bad target IP.
+        if [-9, -17, -18].contains(error.code) {
+            return true
+        }
+        let message = error.localizedDescription.lowercased()
+        return message.contains("parse target ip")
+            || message.contains("pairing file not found")
+    }
+
+    private func networkPathChanged() {
+        // Debounce: a handoff can emit several path updates in quick succession.
+        pathChangeWorkItem?.cancel()
+        let item = DispatchWorkItem { [weak self] in
+            self?.handleNetworkPathChange()
+        }
+        pathChangeWorkItem = item
+        DispatchQueue.main.asyncAfter(deadline: .now() + 1.5, execute: item)
+    }
+
+    private func handleNetworkPathChange() {
+        let status = NetworkPathMonitor.shared.status
+        guard status.isReachable else { return }
+
+        // Re-establish the primary tunnel if it dropped during the change.
+        guard !isConnected else { return }
+        LogManager.shared.addInfoLog("Network path changed (\(status.description)); reconnecting tunnel")
+        start(showErrorUI: false)
+    }
+
     private func finishStart(_ result: Result<Void, NSError>, showErrorUI: Bool) {
         isStarting = false
 
@@ -159,7 +234,7 @@ private func tunnelConnectionAlertMessage(for error: NSError) -> String {
         recoverySteps = [
             "Open LocalDevVPN and confirm the VPN is connected.",
             "Make sure LocalDevVPN is using the default \(DeviceConnectionContext.defaultTargetIPAddress) address.",
-            "Reconnect Wi-Fi and LocalDevVPN, then try again.",
+            "Reconnect LocalDevVPN, then try again (Wi-Fi or cellular both work).",
             "If this keeps happening, select a fresh pairing file."
         ]
     } else if error.code == -18 || lowercasedMessage.contains("parse target ip") {
@@ -171,7 +246,7 @@ private func tunnelConnectionAlertMessage(for error: NSError) -> String {
     } else if lowercasedMessage.contains("timed out") || lowercasedMessage.contains("timeout") {
         likelyCause = "The app could not reach the device before the connection timed out."
         recoverySteps = [
-            "Confirm Wi-Fi and LocalDevVPN are both connected.",
+            "Confirm you have network access (Wi-Fi or cellular) and LocalDevVPN is connected.",
             "Wake and unlock the target device.",
             "Confirm LocalDevVPN is exposing the device at \(targetIP)."
         ]
@@ -180,12 +255,12 @@ private func tunnelConnectionAlertMessage(for error: NSError) -> String {
         recoverySteps = [
             "Disconnect and reconnect LocalDevVPN.",
             "Confirm iOS shows the VPN indicator.",
-            "Try switching Wi-Fi off and on."
+            "Toggle your network connection (or Airplane Mode) off and on."
         ]
     } else {
         likelyCause = "The tunnel could not be created."
         recoverySteps = [
-            "Confirm Wi-Fi and LocalDevVPN are connected.",
+            "Confirm network access (Wi-Fi or cellular) and LocalDevVPN are connected.",
             "Wake and unlock the target device.",
             "Reconnect LocalDevVPN, then try again."
         ]
diff --git a/StikDebug/Support/NotificationName+StikDebug.swift b/StikDebug/Support/NotificationName+StikDebug.swift
index 7cb27e8..5340673 100644
--- a/StikDebug/Support/NotificationName+StikDebug.swift
+++ b/StikDebug/Support/NotificationName+StikDebug.swift
@@ -8,4 +8,7 @@ import Foundation
 extension Notification.Name {
     static let pairingFileImported = Notification.Name("PairingFileImported")
     static let intentJSScriptReady = Notification.Name("intentJSScriptReady")
+    /// Posted when the reachable network path changes (interface type, VPN
+    /// presence, or reachability), so the tunnel can revalidate/reconnect.
+    static let networkPathDidChange = Notification.Name("NetworkPathDidChange")
 }
diff --git a/StikDebug/Views/SettingsView.swift b/StikDebug/Views/SettingsView.swift
index b2ef6a0..52d1040 100644
--- a/StikDebug/Views/SettingsView.swift
+++ b/StikDebug/Views/SettingsView.swift
@@ -105,8 +105,8 @@ struct SettingsView: View {
                                 .font(.caption).foregroundStyle(.secondary)
                         }
                     }
-                    .onChange(of: keepAliveLocation) { _, enabled in
-                        if !enabled { BackgroundLocationManager.shared.stop() }
+                    .onChange(of: keepAliveLocation) { _, _ in
+                        BackgroundLocationManager.shared.refreshFromSettings()
                     }
 
                 } header: {