diff --git a/AudioStreaming/Streaming/Audio Source/RemoteAudioSource.swift b/AudioStreaming/Streaming/Audio Source/RemoteAudioSource.swift
index 522a6c2..774d916 100644
--- a/AudioStreaming/Streaming/Audio Source/RemoteAudioSource.swift	
+++ b/AudioStreaming/Streaming/Audio Source/RemoteAudioSource.swift	
@@ -229,6 +229,9 @@ public class RemoteAudioSource: AudioStreamSource {
                 self?.parseResponseHeader(response: urlResponse)
                 task.cancel()
                 completion()
+            case let .stream(.failure(error)):
+                // Every reconnect starts with this request, so its failure must reach the retry path.
+                self?.handleFailedStreamEvent(error: error)
             default:
                 break
             }
diff --git a/AudioStreamingTests/Streaming/Audio Source/RemoteAudioSourceRetryTests.swift b/AudioStreamingTests/Streaming/Audio Source/RemoteAudioSourceRetryTests.swift
new file mode 100644
index 0000000..24ea071
--- /dev/null
+++ b/AudioStreamingTests/Streaming/Audio Source/RemoteAudioSourceRetryTests.swift	
@@ -0,0 +1,150 @@
+import Network
+import XCTest
+@testable import AudioStreaming
+
+final class RemoteAudioSourceRetryTests: XCTestCase {
+    private var server: DroppingStreamServer!
+    private var source: RemoteAudioSource!
+    private var delegate: SourceDelegateSpy!
+
+    override func setUpWithError() throws {
+        try super.setUpWithError()
+        server = try DroppingStreamServer(refuseWindow: 1.5)
+        try server.start()
+        XCTAssertGreaterThan(server.port, 0, "server failed to bind a port")
+    }
+
+    override func tearDownWithError() throws {
+        source?.close()
+        source = nil
+        server?.stop()
+        server = nil
+        try super.tearDownWithError()
+    }
+
+    /// A stream drops mid-body and the first reconnect fails too: the source has to keep retrying
+    /// until a later reconnect succeeds, and deliver that connection's audio.
+    func test_Source_Keeps_Retrying_When_The_First_Reconnect_Fails() throws {
+        let resumed = expectation(description: "audio from a reconnect after the failed one")
+        delegate = SourceDelegateSpy(onData: { data in
+            if data.contains(DroppingStreamServer.laterStreamByte) { resumed.fulfill() }
+        })
+        let url = try XCTUnwrap(URL(string: "http://127.0.0.1:\(server.port)/live.mp3"))
+        source = RemoteAudioSource(networking: NetworkingClient(),
+                                   metadataStreamSource: MetadataStreamProcessor(parser: MetadataParser().eraseToAnyParser()),
+                                   icycastHeadersProcessor: IcycastHeadersProcessor(),
+                                   netStatusProvider: ConnectedNetStatusProvider(),
+                                   retrier: Retrier(interval: .seconds(1), maxInterval: 5, underlyingQueue: nil),
+                                   url: url,
+                                   httpMethod: nil,
+                                   httpBody: nil,
+                                   underlyingQueue: DispatchQueue(label: "remote.audio.source.retry.tests"),
+                                   httpHeaders: [:])
+        source.delegate = delegate
+
+        source.seek(at: 0)
+
+        wait(for: [resumed], timeout: 10)
+        XCTAssertGreaterThan(server.refusedConnections, 0, "the first reconnect was expected to fail")
+    }
+}
+
+// MARK: - Helpers
+
+private final class ConnectedNetStatusProvider: NetStatusProvider {
+    var isConnected: Bool { true }
+    var connectionType: NetConnectionType { .wifi(connected: true) }
+    func start(connectionChange _: @escaping (NetConnectionType) -> Void) {}
+    func stop() {}
+}
+
+private final class SourceDelegateSpy: AudioStreamSourceDelegate {
+    private let onData: (Data) -> Void
+
+    init(onData: @escaping (Data) -> Void) {
+        self.onData = onData
+    }
+
+    func dataAvailable(source _: CoreAudioStreamSource, data: Data) { onData(data) }
+    func errorOccurred(source _: CoreAudioStreamSource, error _: Error) {}
+    func endOfFileOccurred(source _: CoreAudioStreamSource) {}
+    func metadataReceived(data _: [String: String]) {}
+}
+
+/// A loopback HTTP server that behaves like a live stream on a flaky network: the first stream
+/// connection sends some audio and is cut mid-body, every connection in the `refuseWindow` after
+/// that is closed before a response, and connections after the window are served again.
+/// The first stream's body is filled with `firstStreamByte`, every later one with `laterStreamByte`.
+private final class DroppingStreamServer {
+    static let firstStreamByte: UInt8 = 0x01
+    static let laterStreamByte: UInt8 = 0x02
+
+    private let listener: NWListener
+    private let queue = DispatchQueue(label: "dropping.stream.server")
+    private let refuseWindow: TimeInterval
+    private var droppedAt: Date?
+    private var connections: [NWConnection] = []
+    private(set) var port: UInt16 = 0
+    private var _refusedConnections = 0
+    var refusedConnections: Int { queue.sync { _refusedConnections } }
+
+    init(refuseWindow: TimeInterval) throws {
+        self.refuseWindow = refuseWindow
+        let params = NWParameters.tcp
+        params.allowLocalEndpointReuse = true
+        listener = try NWListener(using: params, on: .any)
+    }
+
+    func start() throws {
+        let ready = DispatchSemaphore(value: 0)
+        listener.stateUpdateHandler = { state in
+            if case .ready = state { ready.signal() }
+        }
+        listener.newConnectionHandler = { [weak self] connection in
+            self?.handle(connection)
+        }
+        listener.start(queue: queue)
+        _ = ready.wait(timeout: .now() + 5)
+        port = listener.port?.rawValue ?? 0
+    }
+
+    func stop() {
+        listener.cancel()
+        queue.sync {
+            connections.forEach { $0.cancel() }
+            connections.removeAll()
+        }
+    }
+
+    private func handle(_ connection: NWConnection) {
+        connections.append(connection)
+        connection.start(queue: queue)
+        connection.receive(minimumIncompleteLength: 1, maximumLength: 65536) { [weak self, weak connection] data, _, _, _ in
+            guard let self, let connection else { return }
+            let request = data.flatMap { String(data: $0, encoding: .utf8) } ?? ""
+            self.respond(to: request, on: connection)
+        }
+    }
+
+    private func respond(to request: String, on connection: NWConnection) {
+        if let droppedAt, Date().timeIntervalSince(droppedAt) < refuseWindow {
+            _refusedConnections += 1
+            connection.cancel()
+            return
+        }
+        let isRangeProbe = request.range(of: "\r\nRange:", options: .caseInsensitive) != nil
+        let isFirstStream = droppedAt == nil && !isRangeProbe
+        let header = "HTTP/1.1 200 OK\r\n"
+            + "Content-Type: audio/mpeg\r\n"
+            + "Content-Length: 100000000\r\n\r\n"
+        var response = Data(header.utf8)
+        let fill = droppedAt == nil ? Self.firstStreamByte : Self.laterStreamByte
+        response.append(Data(repeating: fill, count: 4096))
+        connection.send(content: response, completion: .contentProcessed { [weak self, weak connection] _ in
+            guard isFirstStream, let self, let connection else { return }
+            // Closing well short of Content-Length is a dropped connection to URLSession.
+            self.droppedAt = Date()
+            connection.cancel()
+        })
+    }
+}