diff --git a/Terminal.Gui/App/Timeout/TimedEvents.cs b/Terminal.Gui/App/Timeout/TimedEvents.cs
index fc8f36d17..da1dcc5c0 100644
--- a/Terminal.Gui/App/Timeout/TimedEvents.cs
+++ b/Terminal.Gui/App/Timeout/TimedEvents.cs
@@ -55,7 +55,13 @@ public class TimedEvents : ITimedEvents
     {
         // Convert Stopwatch ticks to TimeSpan ticks (100-nanosecond units)
         // Stopwatch.Frequency gives ticks per second, so we need to scale appropriately
-        return Stopwatch.GetTimestamp () * TimeSpan.TicksPerSecond / Stopwatch.Frequency;
+        // To avoid overflow, we perform the operation in double precision first and then cast to long.
+        var ticks = (long)((double)Stopwatch.GetTimestamp () * TimeSpan.TicksPerSecond / Stopwatch.Frequency);
+
+        // Ensure ticks is positive and not overflowed (very unlikely now)
+        Debug.Assert (ticks > 0);
+
+        return ticks;
     }
 
     /// <inheritdoc/>
diff --git a/Tests/UnitTests/Application/TimedEventsTests.cs b/Tests/UnitTests/Application/TimedEventsTests.cs
index b35128350..e03c027c7 100644
--- a/Tests/UnitTests/Application/TimedEventsTests.cs
+++ b/Tests/UnitTests/Application/TimedEventsTests.cs
@@ -92,9 +92,12 @@ public class TimedEventsTests
             return false;
         });
 
+        Assert.True (timedEvents.Timeouts.Keys [0] > 0);
+
         // Should execute on first RunTimers call
         timedEvents.RunTimers ();
 
+        Assert.Empty (timedEvents.Timeouts);
         Assert.True (executed);
     }