diff --git a/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSDelta.swift b/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSDelta.swift
index 5eb03c73c..39220214d 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSDelta.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSDelta.swift
@@ -39,7 +39,7 @@ open class OSDelta: NSObject, NSCoding {
     public let value: Any
 
     override open var description: String {
-        return "OSDelta \(name) with property: \(property) value: \(value)"
+        return "<OSDelta \(name) with property: \(property) value: \(value)>"
     }
 
     public init(name: String, model: OSModel, property: String, value: Any) {
diff --git a/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSOperationExecutor.swift b/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSOperationExecutor.swift
index db3aee576..63c5e7a5d 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSOperationExecutor.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSOperationExecutor.swift
@@ -27,8 +27,9 @@
 
 import OneSignalCore
 
-// TODO: Concrete executors drop OSDeltas and Requests when initializing from the cache, when they cannot be connected to their respective models anymore. Revisit this behavior of dropping.
-
+/**
+ Concrete executors drop OSDeltas and Requests when initializing from the cache, when they cannot be connected to their respective models anymore. These cannot be sent, so they are dropped..
+ */
 public protocol OSOperationExecutor {
     var supportedDeltas: [String] { get }
     var deltaQueue: [OSDelta] { get }
diff --git a/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSOperationRepo.swift b/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSOperationRepo.swift
index 6da7b4553..5a9fd5d58 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSOperationRepo.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalOSCore/Source/OSOperationRepo.swift
@@ -71,8 +71,9 @@ public class OSOperationRepo: NSObject {
         // Read the Deltas from cache, if any...
         if let deltaQueue = OneSignalUserDefaults.initShared().getSavedCodeableData(forKey: OS_OPERATION_REPO_DELTA_QUEUE_KEY, defaultValue: []) as? [OSDelta] {
             self.deltaQueue = deltaQueue
+            OneSignalLog.onesignalLog(.LL_VERBOSE, message: "OSOperationRepo.start() with deltaQueue: \(deltaQueue)")
         } else {
-            // log error
+            OneSignalLog.onesignalLog(.LL_ERROR, message: "OSOperationRepo.start() is unable to uncache the OSDelta queue.")
         }
 
         pollFlushQueue()
diff --git a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSIdentityOperationExecutor.swift b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSIdentityOperationExecutor.swift
index 9d6e95772..06cfe3175 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSIdentityOperationExecutor.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSIdentityOperationExecutor.swift
@@ -49,6 +49,7 @@ class OSIdentityOperationExecutor: OSOperationExecutor {
                 }
             }
             self.deltaQueue = deltaQueue
+            OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_IDENTITY_EXECUTOR_DELTA_QUEUE_KEY, withValue: self.deltaQueue)
         } else {
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSIdentityOperationExecutor error encountered reading from cache for \(OS_IDENTITY_EXECUTOR_DELTA_QUEUE_KEY)")
         }
@@ -70,6 +71,7 @@ class OSIdentityOperationExecutor: OSOperationExecutor {
                 }
             }
             self.addRequestQueue = addRequestQueue
+            OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_IDENTITY_EXECUTOR_ADD_REQUEST_QUEUE_KEY, withValue: self.addRequestQueue)
         } else {
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSIdentityOperationExecutor error encountered reading from cache for \(OS_IDENTITY_EXECUTOR_ADD_REQUEST_QUEUE_KEY)")
         }
@@ -89,6 +91,7 @@ class OSIdentityOperationExecutor: OSOperationExecutor {
                 }
             }
             self.removeRequestQueue = removeRequestQueue
+            OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_IDENTITY_EXECUTOR_REMOVE_REQUEST_QUEUE_KEY, withValue: self.removeRequestQueue)
         } else {
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSIdentityOperationExecutor error encountered reading from cache for \(OS_IDENTITY_EXECUTOR_REMOVE_REQUEST_QUEUE_KEY)")
         }
diff --git a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSPropertyOperationExecutor.swift b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSPropertyOperationExecutor.swift
index fe83f5c81..eea593d9e 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSPropertyOperationExecutor.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSPropertyOperationExecutor.swift
@@ -47,10 +47,12 @@ class OSPropertyOperationExecutor: OSOperationExecutor {
                     delta.model = modelInStore
                 } else {
                     // 2. The model does not exist, drop this Delta
+                    OneSignalLog.onesignalLog(.LL_WARN, message: "OSPropertyOperationExecutor.init dropped: \(delta)")
                     deltaQueue.remove(at: index)
                 }
             }
             self.deltaQueue = deltaQueue
+            OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_PROPERTIES_EXECUTOR_DELTA_QUEUE_KEY, withValue: self.deltaQueue)
         } else {
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSPropertyOperationExecutor error encountered reading from cache for \(OS_PROPERTIES_EXECUTOR_DELTA_QUEUE_KEY)")
         }
@@ -71,10 +73,12 @@ class OSPropertyOperationExecutor: OSOperationExecutor {
                     request.identityModel = identityModel
                 } else if !request.prepareForExecution() {
                     // 3. The identitymodel do not exist AND this request cannot be sent, drop this Request
+                    OneSignalLog.onesignalLog(.LL_WARN, message: "OSPropertyOperationExecutor.init dropped: \(request)")
                     updateRequestQueue.remove(at: index)
                 }
             }
             self.updateRequestQueue = updateRequestQueue
+            OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_PROPERTIES_EXECUTOR_UPDATE_REQUEST_QUEUE_KEY, withValue: self.updateRequestQueue)
         } else {
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSPropertyOperationExecutor error encountered reading from cache for \(OS_PROPERTIES_EXECUTOR_UPDATE_REQUEST_QUEUE_KEY)")
         }
diff --git a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSSubscriptionOperationExecutor.swift b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSSubscriptionOperationExecutor.swift
index c7755bab1..499705bad 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSSubscriptionOperationExecutor.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSSubscriptionOperationExecutor.swift
@@ -51,6 +51,7 @@ class OSSubscriptionOperationExecutor: OSOperationExecutor {
                 }
             }
             self.deltaQueue = deltaQueue
+            OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_SUBSCRIPTION_EXECUTOR_DELTA_QUEUE_KEY, withValue: self.deltaQueue)
         } else {
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSSubscriptionOperationExecutor error encountered reading from cache for \(OS_SUBSCRIPTION_EXECUTOR_DELTA_QUEUE_KEY)")
         }
@@ -87,6 +88,7 @@ class OSSubscriptionOperationExecutor: OSOperationExecutor {
                 requestQueue.append(request)
             }
             self.addRequestQueue = requestQueue
+            OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_SUBSCRIPTION_EXECUTOR_ADD_REQUEST_QUEUE_KEY, withValue: self.addRequestQueue)
         } else {
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSSubscriptionOperationExecutor error encountered reading from cache for \(OS_SUBSCRIPTION_EXECUTOR_ADD_REQUEST_QUEUE_KEY)")
         }
@@ -106,6 +108,7 @@ class OSSubscriptionOperationExecutor: OSOperationExecutor {
                 }
             }
             self.removeRequestQueue = removeRequestQueue
+            OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_SUBSCRIPTION_EXECUTOR_REMOVE_REQUEST_QUEUE_KEY, withValue: self.removeRequestQueue)
         } else {
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSSubscriptionOperationExecutor error encountered reading from cache for \(OS_SUBSCRIPTION_EXECUTOR_REMOVE_REQUEST_QUEUE_KEY)")
         }
@@ -125,6 +128,7 @@ class OSSubscriptionOperationExecutor: OSOperationExecutor {
                 }
             }
             self.updateRequestQueue = updateRequestQueue
+            OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_SUBSCRIPTION_EXECUTOR_UPDATE_REQUEST_QUEUE_KEY, withValue: self.updateRequestQueue)
         } else {
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSSubscriptionOperationExecutor error encountered reading from cache for \(OS_SUBSCRIPTION_EXECUTOR_UPDATE_REQUEST_QUEUE_KEY)")
         }
diff --git a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSUserExecutor.swift b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSUserExecutor.swift
index c8b2d5e78..be0758ebc 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSUserExecutor.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Executors/OSUserExecutor.swift
@@ -91,6 +91,12 @@ class OSUserExecutor {
                         identityModels[req.identityModelToUpdate.modelId] = req.identityModelToUpdate
                     } else {
                         // 4. Both models don't exist yet
+                        // Drop the request if the identityModelToIdentify does not already exist AND the request is missing OSID
+                        // Otherwise, this request will forever fail `prepareForExecution` and block pending requests such as recovery calls to `logout` or `login`
+                        guard request.prepareForExecution() else {
+                            OneSignalLog.onesignalLog(.LL_ERROR, message: "OSUserExecutor.start() dropped: \(request)")
+                            continue
+                        }
                         identityModels[req.identityModelToIdentify.modelId] = req.identityModelToIdentify
                         identityModels[req.identityModelToUpdate.modelId] = req.identityModelToUpdate
                     }
@@ -99,7 +105,7 @@ class OSUserExecutor {
             }
         }
         self.userRequestQueue = userRequestQueue
-
+        OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_USER_EXECUTOR_USER_REQUEST_QUEUE_KEY, withValue: self.userRequestQueue)
         // Read unfinished Transfer Subscription requests from cache, if any...
         if let transferSubscriptionRequestQueue = OneSignalUserDefaults.initShared().getSavedCodeableData(forKey: OS_USER_EXECUTOR_TRANSFER_SUBSCRIPTION_REQUEST_QUEUE_KEY, defaultValue: []) as? [OSRequestTransferSubscription] {
             // We only care about the last transfer subscription request
@@ -111,14 +117,14 @@ class OSUserExecutor {
                     self.transferSubscriptionRequestQueue = [request]
                 } else if !request.prepareForExecution() {
                     // The model do not exist AND this request cannot be sent, drop this Request
-                    OneSignalLog.onesignalLog(.LL_ERROR, message: "OSUserExecutor.start() reading request \(request) from cache failed. Dropping request.")
+                    OneSignalLog.onesignalLog(.LL_ERROR, message: "OSUserExecutor.start() dropped: \(request)")
                     self.transferSubscriptionRequestQueue = []
                 }
             }
         } else {
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSUserExecutor error encountered reading from cache for \(OS_USER_EXECUTOR_TRANSFER_SUBSCRIPTION_REQUEST_QUEUE_KEY)")
         }
-
+        OneSignalUserDefaults.initShared().saveCodeableData(forKey: OS_USER_EXECUTOR_TRANSFER_SUBSCRIPTION_REQUEST_QUEUE_KEY, withValue: self.transferSubscriptionRequestQueue)
         executePendingRequests()
     }
 
@@ -144,6 +150,7 @@ class OSUserExecutor {
 
     static func executePendingRequests() {
         let requestQueue: [OSUserRequest] = userRequestQueue + transferSubscriptionRequestQueue
+        OneSignalLog.onesignalLog(.LL_VERBOSE, message: "OSUserExecutor.executePendingRequests called with queue \(requestQueue)")
 
         if requestQueue.isEmpty {
             return
@@ -155,6 +162,7 @@ class OSUserExecutor {
         }) {
             // Return as soon as we reach an un-executable request
             if !request.prepareForExecution() {
+                OneSignalLog.onesignalLog(.LL_WARN, message: "OSUserExecutor.executePendingRequests() is blocked by unexecutable request \(request)")
                 return
             }
 
@@ -388,10 +396,7 @@ class OSUserExecutor {
         request.sentToClient = true
         OneSignalCoreImpl.sharedClient().execute(request) { _ in
             removeFromQueue(request)
-
-            // TODO: ... hydrate with returned identity object?
             executePendingRequests()
-
         } onFailure: { error in
             OneSignalLog.onesignalLog(.LL_ERROR, message: "OSUserExecutor executeTransferPushSubscriptionRequest failed with error: \(error.debugDescription)")
             if let nsError = error as? NSError {
diff --git a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/OneSignalUserManagerImpl.swift b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/OneSignalUserManagerImpl.swift
index e63b4da46..92d161abd 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/OneSignalUserManagerImpl.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/OneSignalUserManagerImpl.swift
@@ -260,7 +260,7 @@ public class OneSignalUserManagerImpl: NSObject, OneSignalUserManager {
         }
         start()
         guard externalId != "" else {
-            // Log error
+            OneSignalLog.onesignalLog(.LL_ERROR, message: "OneSignal.User login called with empty externalId. This is not allowed.")
             return
         }
         OneSignalLog.onesignalLog(.LL_VERBOSE, message: "OneSignal.User login called with externalId: \(externalId)")
@@ -539,7 +539,7 @@ extension OneSignalUserManagerImpl {
     @objc
     public func startNewSession() {
         OneSignalLog.onesignalLog(.LL_VERBOSE, message: "OneSignalUserManagerImpl starting new session")
-        guard !OneSignalConfigManager.shouldAwaitAppIdAndLogMissingPrivacyConsent(forMethod: nil) else {
+        guard !OneSignalConfigManager.shouldAwaitAppIdAndLogMissingPrivacyConsent(forMethod: "_startNewSession") else {
             return
         }
         start()
@@ -549,9 +549,12 @@ extension OneSignalUserManagerImpl {
         updateSession(sessionCount: 1, sessionTime: nil, refreshDeviceMetadata: true)
 
         // Fetch the user's data if there is a onesignal_id
-        // TODO: What if onesignal_id is missing, because we may init a user from cache but it may be missing onesignal_id. Is this ok.
         if let onesignalId = onesignalId {
             OSUserExecutor.fetchUser(aliasLabel: OS_ONESIGNAL_ID, aliasId: onesignalId, identityModel: user.identityModel, onNewSession: true)
+        } else {
+            // It is possible to init a user from cache who is missing the onesignalId
+            // This can happen if any createUser or identifyUser requests are cached
+            OneSignalLog.onesignalLog(.LL_WARN, message: "OneSignalUserManagerImpl.startNewSession() is unable to fetch user with External ID \(externalId ?? "nil") due to null OneSignal ID")
         }
     }
 
diff --git a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestCreateUser.swift b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestCreateUser.swift
index b52fb2195..b356bcd49 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestCreateUser.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestCreateUser.swift
@@ -66,7 +66,7 @@ class OSRequestCreateUser: OneSignalRequest, OSUserRequest {
         self.identityModel = identityModel
         self.pushSubscriptionModel = pushSubscriptionModel
         self.originalPushToken = originalPushToken
-        self.stringDescription = "OSRequestCreateUser"
+        self.stringDescription = "<OSRequestCreateUser with externalId: \(identityModel.externalId ?? "nil")>"
         super.init()
 
         var params: [String: Any] = [:]
@@ -114,7 +114,7 @@ class OSRequestCreateUser: OneSignalRequest, OSUserRequest {
         self.identityModel = identityModel
         self.pushSubscriptionModel = pushSubscriptionModel
         self.originalPushToken = coder.decodeObject(forKey: "originalPushToken") as? String
-        self.stringDescription = "OSRequestCreateUser"
+        self.stringDescription = "<OSRequestCreateUser with externalId: \(identityModel.externalId ?? "nil")>"
         super.init()
         self.parameters = parameters
         self.method = HTTPMethod(rawValue: rawMethod)
diff --git a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestIdentifyUser.swift b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestIdentifyUser.swift
index 02aa0e318..90dcb0ea0 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestIdentifyUser.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestIdentifyUser.swift
@@ -55,6 +55,7 @@ class OSRequestIdentifyUser: OneSignalRequest, OSUserRequest {
         } else {
             // self.path is non-nil, so set to empty string
             self.path = ""
+            OneSignalLog.onesignalLog(.LL_DEBUG, message: "Cannot generate the Identify User request due to null app ID or null OneSignal ID.")
             return false
         }
     }
@@ -71,7 +72,7 @@ class OSRequestIdentifyUser: OneSignalRequest, OSUserRequest {
         self.identityModelToUpdate = identityModelToUpdate
         self.aliasLabel = aliasLabel
         self.aliasId = aliasId
-        self.stringDescription = "OSRequestIdentifyUser with aliasLabel: \(aliasLabel) aliasId: \(aliasId)"
+        self.stringDescription = "<OSRequestIdentifyUser with aliasLabel: \(aliasLabel) aliasId: \(aliasId)>"
         super.init()
         self.parameters = ["identity": [aliasLabel: aliasId]]
         self.method = PATCH
@@ -105,7 +106,7 @@ class OSRequestIdentifyUser: OneSignalRequest, OSUserRequest {
         self.identityModelToUpdate = identityModelToUpdate
         self.aliasLabel = aliasLabel
         self.aliasId = aliasId
-        self.stringDescription = "OSRequestIdentifyUser with aliasLabel: \(aliasLabel) aliasId: \(aliasId)"
+        self.stringDescription = "<OSRequestIdentifyUser with aliasLabel: \(aliasLabel) aliasId: \(aliasId)>"
         super.init()
         self.timestamp = timestamp
         self.parameters = parameters
diff --git a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestUpdateProperties.swift b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestUpdateProperties.swift
index dcbdeda34..1ad4b1de1 100644
--- a/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestUpdateProperties.swift
+++ b/iOS_SDK/OneSignalSDK/OneSignalUser/Source/Requests/OSRequestUpdateProperties.swift
@@ -58,7 +58,7 @@ class OSRequestUpdateProperties: OneSignalRequest, OSUserRequest {
     init(properties: [String: Any], deltas: [String: Any]?, refreshDeviceMetadata: Bool?, modelToUpdate: OSPropertiesModel, identityModel: OSIdentityModel) {
         self.modelToUpdate = modelToUpdate
         self.identityModel = identityModel
-        self.stringDescription = "OSRequestUpdateProperties with properties: \(properties) deltas: \(String(describing: deltas)) refreshDeviceMetadata: \(String(describing: refreshDeviceMetadata))"
+        self.stringDescription = "<OSRequestUpdateProperties with properties: \(properties) deltas: \(String(describing: deltas)) refreshDeviceMetadata: \(String(describing: refreshDeviceMetadata))>"
         super.init()
 
         var propertiesObject = properties
@@ -99,7 +99,7 @@ class OSRequestUpdateProperties: OneSignalRequest, OSUserRequest {
         }
         self.modelToUpdate = modelToUpdate
         self.identityModel = identityModel
-        self.stringDescription = "OSRequestUpdateProperties with parameters: \(parameters)"
+        self.stringDescription = "<OSRequestUpdateProperties with parameters: \(parameters)>"
         super.init()
         self.parameters = parameters
         self.method = HTTPMethod(rawValue: rawMethod)
diff --git a/iOS_SDK/OneSignalSDK/Source/OneSignal.m b/iOS_SDK/OneSignalSDK/Source/OneSignal.m
index 304d42a2e..b6f7531fc 100755
--- a/iOS_SDK/OneSignalSDK/Source/OneSignal.m
+++ b/iOS_SDK/OneSignalSDK/Source/OneSignal.m
@@ -357,7 +357,7 @@ + (void)startNewSession:(BOOL)fromInit {
         return;
     }
     
-    [OneSignalLog onesignalLog:ONE_S_LL_VERBOSE message:@"startNewSession"];
+    [OneSignalLog onesignalLog:ONE_S_LL_VERBOSE message:@"OneSignal.startNewSession"];
     
     // Run on the main queue as it is possible for this to be called from multiple queues.
     // Also some of the code in the method is not thread safe such as _outcomeEventsController.
@@ -367,7 +367,7 @@ + (void)startNewSession:(BOOL)fromInit {
 }
 
 + (void)startNewSessionInternal {
-    [OneSignalLog onesignalLog:ONE_S_LL_VERBOSE message:@"startNewSessionInternal"];
+    [OneSignalLog onesignalLog:ONE_S_LL_VERBOSE message:@"OneSignal.startNewSessionInternal"];
     
     // return if the user has not granted privacy permissions
     if ([OSPrivacyConsentController shouldLogMissingPrivacyConsentErrorWithMethodName:nil])