diff --git a/GliaWidgets.xcodeproj/project.pbxproj b/GliaWidgets.xcodeproj/project.pbxproj
index 2c39a0b4a..0c622bca5 100644
--- a/GliaWidgets.xcodeproj/project.pbxproj
+++ b/GliaWidgets.xcodeproj/project.pbxproj
@@ -598,6 +598,7 @@
 		C06A7584296EC9DC006B69A2 /* NumberSlotStyle.Accessibility.swift in Sources */ = {isa = PBXBuildFile; fileRef = C06A7583296EC9DC006B69A2 /* NumberSlotStyle.Accessibility.swift */; };
 		C06A7586296ECC57006B69A2 /* VisitorCodeStyle.Accessibility.swift in Sources */ = {isa = PBXBuildFile; fileRef = C06A7585296ECC57006B69A2 /* VisitorCodeStyle.Accessibility.swift */; };
 		C06A7588296ECD75006B69A2 /* Theme+VisitorCode.swift in Sources */ = {isa = PBXBuildFile; fileRef = C06A7587296ECD75006B69A2 /* Theme+VisitorCode.swift */; };
+		C07666752ACAD76C00BB8375 /* LiveObservationConfirmationPresenter.swift in Sources */ = {isa = PBXBuildFile; fileRef = C07666742ACAD76C00BB8375 /* LiveObservationConfirmationPresenter.swift */; };
 		C07F62462ABC322B003EFC97 /* OrientationManager.Mock.swift in Sources */ = {isa = PBXBuildFile; fileRef = C07F62452ABC322B003EFC97 /* OrientationManager.Mock.swift */; };
 		C07F62772AC1BA2B003EFC97 /* UIViewController+Extensions.swift in Sources */ = {isa = PBXBuildFile; fileRef = C07F62762AC1BA2B003EFC97 /* UIViewController+Extensions.swift */; };
 		C07F62832AC33BB9003EFC97 /* UIView+Extensions.swift in Sources */ = {isa = PBXBuildFile; fileRef = C07F62822AC33BB9003EFC97 /* UIView+Extensions.swift */; };
@@ -1340,6 +1341,7 @@
 		C06A7583296EC9DC006B69A2 /* NumberSlotStyle.Accessibility.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = NumberSlotStyle.Accessibility.swift; sourceTree = "<group>"; };
 		C06A7585296ECC57006B69A2 /* VisitorCodeStyle.Accessibility.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = VisitorCodeStyle.Accessibility.swift; sourceTree = "<group>"; };
 		C06A7587296ECD75006B69A2 /* Theme+VisitorCode.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = "Theme+VisitorCode.swift"; sourceTree = "<group>"; };
+		C07666742ACAD76C00BB8375 /* LiveObservationConfirmationPresenter.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = LiveObservationConfirmationPresenter.swift; sourceTree = "<group>"; };
 		C07F62452ABC322B003EFC97 /* OrientationManager.Mock.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = OrientationManager.Mock.swift; sourceTree = "<group>"; };
 		C07F62762AC1BA2B003EFC97 /* UIViewController+Extensions.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = "UIViewController+Extensions.swift"; sourceTree = "<group>"; };
 		C07F62822AC33BB9003EFC97 /* UIView+Extensions.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = "UIView+Extensions.swift"; sourceTree = "<group>"; };
@@ -2335,6 +2337,7 @@
 				1A0EDF8925E8E20A0076D1AD /* Popover */,
 				1A6EBB2325ADE35500EE325D /* MediaUpgrade */,
 				1A63B2F1257A3F2D00508478 /* Alert */,
+				C07666742ACAD76C00BB8375 /* LiveObservationConfirmationPresenter.swift */,
 			);
 			path = Common;
 			sourceTree = "<group>";
@@ -4344,6 +4347,7 @@
 				75CF8D6329B7DD8300CB1524 /* SecureConversations+ConfirmationStyle+RemoteConfig.swift in Sources */,
 				1A475BB325DE831F00296D55 /* BadgeView.swift in Sources */,
 				1A38A8A8258B652B0089DE7B /* OperatorChatMessageStyle.swift in Sources */,
+				C07666752ACAD76C00BB8375 /* LiveObservationConfirmationPresenter.swift in Sources */,
 				1A7CA8212574D6760047CBBE /* ConnectOperatorView.swift in Sources */,
 				755D187329A6A6860009F5E8 /* WelcomeStyle+MessageTextViewActiveStyle.swift in Sources */,
 				9AB196D427C3D7FD00FD60AB /* Interactor.Environment.Mock.swift in Sources */,
diff --git a/GliaWidgets/Sources/Interactor/Interactor.swift b/GliaWidgets/Sources/Interactor/Interactor.swift
index 95ab3e77e..25bb84a5a 100644
--- a/GliaWidgets/Sources/Interactor/Interactor.swift
+++ b/GliaWidgets/Sources/Interactor/Interactor.swift
@@ -140,8 +140,6 @@ extension Interactor {
         success: @escaping () -> Void,
         failure: @escaping (CoreSdkClient.SalemoveError) -> Void
     ) {
-        state = .enqueueing
-
         let options = mediaType == .audio || mediaType == .video
         ? CoreSdkClient.EngagementOptions(mediaDirection: .twoWay)
             : nil
diff --git a/GliaWidgets/Sources/ViewController/Common/LiveObservationConfirmationPresenter.swift b/GliaWidgets/Sources/ViewController/Common/LiveObservationConfirmationPresenter.swift
new file mode 100644
index 000000000..964deec31
--- /dev/null
+++ b/GliaWidgets/Sources/ViewController/Common/LiveObservationConfirmationPresenter.swift
@@ -0,0 +1,30 @@
+import UIKit
+
+protocol LiveObservationConfirmationPresenter: DismissalAndPresentationController where Self: UIViewController {
+    var viewFactory: ViewFactory { get }
+
+    func offerScreenShare(
+        with conf: ScreenShareOfferAlertConfiguration,
+        accepted: @escaping () -> Void,
+        declined: @escaping () -> Void
+    )
+}
+
+extension LiveObservationConfirmationPresenter {
+    func showLiveObservationConfirmationAlert(
+        with conf: ConfirmationAlertConfiguration,
+        accepted: @escaping () -> Void,
+        declined: @escaping () -> Void
+    ) {
+        let alert = AlertViewController(
+            kind: .liveObservationConfirmation(
+                conf,
+                accepted: accepted,
+                declined: declined
+            ),
+            viewFactory: self.viewFactory
+        )
+
+        replacePresentedOfferIfPossible(with: alert)
+    }
+}
diff --git a/GliaWidgets/Sources/ViewController/EngagementViewController.swift b/GliaWidgets/Sources/ViewController/EngagementViewController.swift
index 09db258dc..df518b5b1 100644
--- a/GliaWidgets/Sources/ViewController/EngagementViewController.swift
+++ b/GliaWidgets/Sources/ViewController/EngagementViewController.swift
@@ -1,6 +1,6 @@
 import UIKit
 
-class EngagementViewController: UIViewController, AlertPresenter, MediaUpgradePresenter, ScreenShareOfferPresenter {
+class EngagementViewController: UIViewController, AlertPresenter, MediaUpgradePresenter, ScreenShareOfferPresenter, LiveObservationConfirmationPresenter {
     let viewFactory: ViewFactory
     private var viewModel: CommonEngagementModel
 
@@ -63,6 +63,12 @@ class EngagementViewController: UIViewController, AlertPresenter, MediaUpgradePr
                 view?.header.showEndButton()
             case .showEndScreenShareButton:
                 view?.header.showEndScreenSharingButton()
+            case .showLiveObservationConfirmation(let conf, let accepted, let declined):
+                self.showLiveObservationConfirmationAlert(
+                    with: conf,
+                    accepted: accepted,
+                    declined: declined
+                )
             }
         }
     }
diff --git a/GliaWidgets/Sources/ViewModel/Chat/ChatViewModel.swift b/GliaWidgets/Sources/ViewModel/Chat/ChatViewModel.swift
index 3f1495faf..f302c20ab 100644
--- a/GliaWidgets/Sources/ViewModel/Chat/ChatViewModel.swift
+++ b/GliaWidgets/Sources/ViewModel/Chat/ChatViewModel.swift
@@ -177,11 +177,12 @@ class ChatViewModel: EngagementViewModel {
             // or in case if engagement has been restored.
 
             if history.isEmpty || self.environment.getCurrentEngagement() != nil {
-                self.enqueue(mediaType: .text)
+                interactor.state = .enqueueing
             }
         }
     }
 
+    // swiftlint:disable function_body_length
     override func update(for state: InteractorState) {
         super.update(for: state)
 
@@ -198,7 +199,15 @@ class ChatViewModel: EngagementViewModel {
 
             action?(.queue)
             action?(.scrollToBottom(animated: true))
-
+            engagementAction?(.showLiveObservationConfirmation(
+                self.alertConfiguration.liveObservationConfirmation,
+                accepted: { [weak self] in
+                    self?.enqueue(mediaType: .text)
+                },
+                declined: { [weak self] in
+                    self?.endSession()
+                }
+            ))
         case .engaged(let engagedOperator):
             let name = engagedOperator?.firstName
             let pictureUrl = engagedOperator?.picture?.url
@@ -247,11 +256,11 @@ class ChatViewModel: EngagementViewModel {
                     }
                 }
             }
-
         default:
             break
         }
     }
+    // swiftlint:enable function_body_length
 
     override func interactorEvent(_ event: InteractorEvent) {
         super.interactorEvent(event)
diff --git a/GliaWidgets/Sources/ViewModel/EngagementViewModel.swift b/GliaWidgets/Sources/ViewModel/EngagementViewModel.swift
index e1e615749..d0b108d85 100644
--- a/GliaWidgets/Sources/ViewModel/EngagementViewModel.swift
+++ b/GliaWidgets/Sources/ViewModel/EngagementViewModel.swift
@@ -191,6 +191,19 @@ class EngagementViewModel: CommonEngagementModel {
         )
     }
 
+    func showAlert(
+        accepted: @escaping () -> Void,
+        declined: @escaping () -> Void
+    ) {
+        let conf = self.alertConfiguration.liveObservationConfirmation
+        engagementAction?(
+            .showLiveObservationConfirmation(
+                conf,
+                accepted: accepted,
+                declined: declined
+            ))
+    }
+
     func showAlert(for error: Error) {
         showAlert(with: alertConfiguration.unexpectedError)
     }
@@ -360,6 +373,11 @@ extension EngagementViewModel {
             accepted: () -> Void,
             declined: () -> Void
         )
+        case showLiveObservationConfirmation(
+            ConfirmationAlertConfiguration,
+            accepted: () -> Void,
+            declined: () -> Void
+        )
         case showEndButton
         case showEndScreenShareButton
     }