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I received an error working in as .ascx file (haven't seen the error in other filetypes - yet) notifying me that an extension caused the erorr. As instructed by the message box, I turned on VS logging to ActivityLog.xml and here is the error I received in the log:
System.ArgumentOutOfRangeException: Index was out of range. Must be non-negative and less than the size of the collection. Parameter name: index at System.ThrowHelper.ThrowArgumentOutOfRangeException() at System.Collections.Generic.List
1.get_Item(Int32 index) at System.Collections.ObjectModel.ReadOnlyCollection1.System.Collections.Generic.IList<T>.get_Item(Int32 index) at Artem.VisualStudio.Outlining.OutliningTagger.CalculateChange(TextContentChangedEventArgs e) at Artem.VisualStudio.Outlining.OutliningTagger.HandleBufferChanged(Object sender, TextContentChangedEventArgs e) at Microsoft.VisualStudio.Text.Utilities.GuardedOperations.RaiseEvent[TArgs](Object sender, EventHandler`1 eventHandlers, TArgs args)