diff --git a/GliaWidgets/Public/Glia/Glia+EntryWidget.swift b/GliaWidgets/Public/Glia/Glia+EntryWidget.swift
index 33626a741..e2ee406c6 100644
--- a/GliaWidgets/Public/Glia/Glia+EntryWidget.swift
+++ b/GliaWidgets/Public/Glia/Glia+EntryWidget.swift
@@ -18,7 +18,8 @@ extension Glia {
                 engagementLauncher: try getEngagementLauncher(queueIds: queueIds),
                 theme: theme,
                 log: loggerPhase.logger,
-                isAuthenticated: environment.isAuthenticated
+                isAuthenticated: environment.isAuthenticated,
+                pendingSecureConversationStatusUpdates: environment.coreSdk.pendingSecureConversationStatusUpdates
             )
         )
     }
diff --git a/GliaWidgets/Sources/EntryWidget/EntryWidget.Environment.swift b/GliaWidgets/Sources/EntryWidget/EntryWidget.Environment.swift
index 6159867f3..7997c6a54 100644
--- a/GliaWidgets/Sources/EntryWidget/EntryWidget.Environment.swift
+++ b/GliaWidgets/Sources/EntryWidget/EntryWidget.Environment.swift
@@ -9,6 +9,7 @@ extension EntryWidget {
         var theme: Theme
         var log: CoreSdkClient.Logger
         var isAuthenticated: () -> Bool
+        var pendingSecureConversationStatusUpdates: CoreSdkClient.PendingSecureConversationStatusUpdates
     }
 }
 
@@ -23,7 +24,8 @@ extension EntryWidget.Environment {
             engagementLauncher: engagementLauncher,
             theme: .mock(),
             log: .mock,
-            isAuthenticated: { true }
+            isAuthenticated: { true },
+            pendingSecureConversationStatusUpdates: { _ in }
         )
     }
 }
diff --git a/GliaWidgets/Sources/EntryWidget/EntryWidget.swift b/GliaWidgets/Sources/EntryWidget/EntryWidget.swift
index 18fa187d4..33469fec6 100644
--- a/GliaWidgets/Sources/EntryWidget/EntryWidget.swift
+++ b/GliaWidgets/Sources/EntryWidget/EntryWidget.swift
@@ -61,11 +61,23 @@ public final class EntryWidget: NSObject {
 
 // MARK: - Public methods
 public extension EntryWidget {
-    /// Displays the widget as a modal sheet in the given view controller.
+    /// Displays the widget as a modal sheet in the given view controller. If there is an ongoing secure conversation, the Chat Transcript screen will be opened instead.
     ///
     /// - Parameter viewController: The `UIViewController` in which the widget will be shown as a sheet.
     func show(in viewController: UIViewController) {
-        showSheet(in: viewController)
+        var pendingSecureConversationExists = false
+        environment.pendingSecureConversationStatusUpdates { hasPendingSecureConversation in
+            pendingSecureConversationExists = hasPendingSecureConversation
+        }
+        if pendingSecureConversationExists {
+            do {
+                try environment.engagementLauncher.startSecureMessaging()
+            } catch {
+                viewState = .error
+            }
+        } else {
+            showSheet(in: viewController)
+        }
     }
 
     /// Embeds the widget as a view in the given parent view.
diff --git a/GliaWidgetsTests/Sources/EntryWidget/EntryWidgetTests.swift b/GliaWidgetsTests/Sources/EntryWidget/EntryWidgetTests.swift
index 5e81a2101..369896e21 100644
--- a/GliaWidgetsTests/Sources/EntryWidget/EntryWidgetTests.swift
+++ b/GliaWidgetsTests/Sources/EntryWidget/EntryWidgetTests.swift
@@ -5,8 +5,9 @@ import GliaCoreSDK
 @testable import GliaWidgets
 
 class EntryWidgetTests: XCTestCase {
-    private enum Call {
+    private enum Call: Equatable {
         case observeSecureUnreadMessageCount
+        case start(EngagementKind)
     }
 
     func test_secureMessagingIsHiddenWhenUserIsNotAuthenticated() {
@@ -21,22 +22,13 @@ class EntryWidgetTests: XCTestCase {
             completion(.success(mockQueue))
             return UUID.mock.uuidString
         }
-        let queuesMonitor = QueuesMonitor(environment: queueMonitorEnvironment)
-
-        let engagementLauncher = EngagementLauncher { _, _ in }
-        let isAuthenticated: () -> Bool = { false }
+        var environment = EntryWidget.Environment.mock()
+        environment.isAuthenticated = { false }
+        environment.queuesMonitor = QueuesMonitor(environment: queueMonitorEnvironment)
 
         let entryWidget = EntryWidget(
             queueIds: [mockQueueId],
-            environment: .init(
-                observeSecureUnreadMessageCount: { _ in UUID.mock.uuidString },
-                unsubscribeFromUpdates: { _, _ in },
-                queuesMonitor: queuesMonitor,
-                engagementLauncher: engagementLauncher,
-                theme: .mock(),
-                log: .mock,
-                isAuthenticated: isAuthenticated
-            )
+            environment: environment
         )
 
         entryWidget.show(in: .init())
@@ -60,21 +52,12 @@ class EntryWidgetTests: XCTestCase {
             completion(.success(mockQueue))
             return UUID.mock.uuidString
         }
-        let queuesMonitor = QueuesMonitor(environment: queueMonitorEnvironment)
-        let engagementLauncher = EngagementLauncher { _, _ in }
-        let isAuthenticated: () -> Bool = { true }
+        var environment = EntryWidget.Environment.mock()
+        environment.queuesMonitor = QueuesMonitor(environment: queueMonitorEnvironment)
 
         let entryWidget = EntryWidget(
             queueIds: [mockQueueId],
-            environment: .init(
-                observeSecureUnreadMessageCount: { _ in UUID.mock.uuidString },
-                unsubscribeFromUpdates: { _, _ in },
-                queuesMonitor: queuesMonitor,
-                engagementLauncher: engagementLauncher,
-                theme: .mock(),
-                log: .mock,
-                isAuthenticated: isAuthenticated
-            )
+            environment: environment
         )
 
         entryWidget.show(in: .init())
@@ -97,27 +80,18 @@ class EntryWidgetTests: XCTestCase {
             completion(.success(mockQueue))
             return UUID.mock.uuidString
         }
-        let queuesMonitor = QueuesMonitor(environment: queueMonitorEnvironment)
-
-        let engagementLauncher = EngagementLauncher { _, _ in }
-        let isAuthenticated: () -> Bool = { true }
-        
         let observeMessageCount: (_ completion: @escaping (Result<Int?, Error>) -> Void) -> String? = { completion in
             completion(.success(5))
             return UUID.mock.uuidString
         }
 
+        var environment = EntryWidget.Environment.mock()
+        environment.queuesMonitor = QueuesMonitor(environment: queueMonitorEnvironment)
+        environment.observeSecureUnreadMessageCount = observeMessageCount
+
         let entryWidget = EntryWidget(
             queueIds: [mockQueueId],
-            environment: .init(
-                observeSecureUnreadMessageCount: observeMessageCount,
-                unsubscribeFromUpdates: { _, _ in },
-                queuesMonitor: queuesMonitor,
-                engagementLauncher: engagementLauncher,
-                theme: .mock(),
-                log: .mock,
-                isAuthenticated: isAuthenticated
-            )
+            environment: environment
         )
         
         entryWidget.show(in: .init())
@@ -138,20 +112,35 @@ class EntryWidgetTests: XCTestCase {
             return mockSubscriptionId
         }
         
+        var environment = EntryWidget.Environment.mock()
+        environment.observeSecureUnreadMessageCount = observeMessageCount
+
         let entryWidget = EntryWidget(
             queueIds: [UUID.mock.uuidString],
-            environment: .init(
-                observeSecureUnreadMessageCount: observeMessageCount,
-                unsubscribeFromUpdates: { _, _ in },
-                queuesMonitor: .mock(),
-                engagementLauncher: EngagementLauncher { _, _ in },
-                theme: .mock(),
-                log: .mock,
-                isAuthenticated: { true }
-            )
+            environment: environment
         )
         
         XCTAssertEqual(envCalls, [.observeSecureUnreadMessageCount])
         XCTAssertEqual(entryWidget.unreadSecureMessageSubscriptionId, mockSubscriptionId)
     }
+
+    func test_secureMessagingIsOpenedIfPendingSecureConversationExists() {
+        var envCalls: [Call] = []
+
+        let engagementLauncher = EngagementLauncher { engagementKind, _ in
+            envCalls.append(.start(engagementKind))
+        }
+        var environment = EntryWidget.Environment.mock()
+        environment.pendingSecureConversationStatusUpdates = { $0(true) }
+        environment.engagementLauncher = engagementLauncher
+
+        let entryWidget = EntryWidget(
+            queueIds: [UUID.mock.uuidString],
+            environment: environment
+        )
+
+        entryWidget.show(in: .init())
+
+        XCTAssertEqual(envCalls, [.start(.messaging(.welcome))])
+    }
 }