diff --git a/WooCommerce/Classes/Analytics/WooAnalyticsEvent.swift b/WooCommerce/Classes/Analytics/WooAnalyticsEvent.swift
index 845b80c5765..434f5d760d5 100644
--- a/WooCommerce/Classes/Analytics/WooAnalyticsEvent.swift
+++ b/WooCommerce/Classes/Analytics/WooAnalyticsEvent.swift
@@ -1780,6 +1780,8 @@ extension WooAnalyticsEvent {
     enum AnalyticsHub {
         enum Keys: String {
             case option
+            case calendar
+            case timezone
         }
 
         /// Tracks when the "See more" button is tapped in My Store, to open the Analytics Hub.
@@ -1799,5 +1801,14 @@ extension WooAnalyticsEvent {
         static func dateRangeOptionSelected(_ option: String) -> WooAnalyticsEvent {
             WooAnalyticsEvent(statName: .analyticsHubDateRangeOptionSelected, properties: [Keys.option.rawValue: option])
         }
+
+        /// Tracks when the date range selection fails, due to an error generating the date range from the selection.
+        /// Includes the current device calendar and timezone, for debugging the failure.
+        ///
+        static func dateRangeSelectionFailed(for option: AnalyticsHubTimeRangeSelection.SelectionType) -> WooAnalyticsEvent {
+            WooAnalyticsEvent(statName: .analyticsHubDateRangeSelectionFailed, properties: [Keys.option.rawValue: option.rawValue,
+                                                                                            Keys.calendar.rawValue: Locale.current.calendar.debugDescription,
+                                                                                            Keys.timezone.rawValue: TimeZone.current.debugDescription])
+        }
     }
 }
diff --git a/WooCommerce/Classes/Analytics/WooAnalyticsStat.swift b/WooCommerce/Classes/Analytics/WooAnalyticsStat.swift
index f5868c5c97b..f533218e681 100644
--- a/WooCommerce/Classes/Analytics/WooAnalyticsStat.swift
+++ b/WooCommerce/Classes/Analytics/WooAnalyticsStat.swift
@@ -154,6 +154,7 @@ public enum WooAnalyticsStat: String {
     //
     case analyticsHubDateRangeButtonTapped = "analytics_hub_date_range_button_tapped"
     case analyticsHubDateRangeOptionSelected = "analytics_hub_date_range_option_selected"
+    case analyticsHubDateRangeSelectionFailed = "analytics_hub_date_range_selection_failed"
 
     // MARK: Products Onboarding Events
     //
diff --git a/WooCommerce/Classes/ViewRelated/Dashboard/Analytics Hub/AnalyticsHubViewModel.swift b/WooCommerce/Classes/ViewRelated/Dashboard/Analytics Hub/AnalyticsHubViewModel.swift
index b0abfc4391c..671eb850ad4 100644
--- a/WooCommerce/Classes/ViewRelated/Dashboard/Analytics Hub/AnalyticsHubViewModel.swift	
+++ b/WooCommerce/Classes/ViewRelated/Dashboard/Analytics Hub/AnalyticsHubViewModel.swift	
@@ -84,6 +84,7 @@ final class AnalyticsHubViewModel: ObservableObject {
             try await retrieveOrderStats()
         } catch is AnalyticsHubTimeRangeSelection.TimeRangeGeneratorError {
             dismissNotice = Notice(title: Localization.timeRangeGeneratorError, feedbackType: .error)
+            ServiceLocator.analytics.track(event: .AnalyticsHub.dateRangeSelectionFailed(for: timeRangeSelectionType))
             DDLogWarn("⚠️ Error selecting analytics time range: \(timeRangeSelectionType.description)")
         } catch {
             switchToErrorState()